JPH01502987A - Phosphorus-containing lubricants and functional fluid compositions - Google Patents

Abstract

(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

[Detailed description of the invention] M-dan Phosphorus-containing lubricants and functional fluid compositions The present invention relates to lubricating oil and functional fluid compositions with improved high temperature stability. . These compositions are useful for lubricating metal surfaces that are in relative motion. . To be more specific.

The present invention relates to lubricating compositions useful in automatic transmissions and rotating shafts.

Lord's favor Yikage For example, related to the lubricity of gears used in automatic transmissions and rotating shafts. The problem is known to those skilled in the art. The lubricity of automatic transmissions requires low and high temperature Even in misalignment.

Having appropriate fluid viscosity is essential for successful operation. good low Hot fluidity makes it easier to start in cold weather and ensures that the hydraulic control system is in the correct “gear.” High viscosity at high temperatures, pumping capacity, and transducers ensure .

Ensures the desired operation of valves, clutches, gears and bearings. these spears To obtain the shielded flowability requirements, a product exhibiting the following properties is required: (a) Viscosity retention at high temperatures.

(b) Low temperature fluidity (c) shear stability, and (d) High temperature stability In order to prepare lubricants with these properties, various chemicals are added to this lubricating oil. For example, it is common practice to This composition is characterized by a relatively small change in viscosity with temperature changes. added to oil. Generally, lubricants containing such compositions are However, it works as soon as you put it to use.

It also has the desired properties, such as being able to heat up during operation and continue to function satisfactorily. General Viscosity improvers commonly used in gear oils include polymethacrylates and polyols. Lefins are included.

In addition to viscosity improvers, lubricating compositions useful as gear lubricants generally have pour point depressants. Contains laxatives, extreme pressure agents, antioxidants, corrosion inhibitors, antifoaming agents and friction modifiers.

lubricating composition to give this composition the desired properties.

It has been suggested to include various nitrogen-containing compositions and phosphorus-containing compositions. example For example, U.S. Pat. No. 3,513,093 discloses lubricating compositions containing substituted polyamines. things are described. This substituted polyamine is an alkylene amine and substantially carbonaceous. reaction product with succinic acid substituted with hydrogen hydride; and a reaction product selected from the group consisting of: diphosphoric acid containing at least about 0.001 mole of a phosphoric acid-forming compound acid, bosonic acid, bosphinic acid.

and their esters, halides and anhydrides. This substituted polyamine is It is useful as an anti-wear agent, rust inhibitor, cleaning agent, etc. U.S. Patent No. 4.338, No. 205 describes a lubricating oil with improved diesel dispersibility.

This lubricant is made from acid-treated oil-soluble alkenyl succinimide or boric acid. Contains alkenyl succinimide treated with salt. These succinimides are , treated with oil-soluble strong acids (e.g. alkyl sulfonic acids or phosphoric acids) at high temperatures be done.

20 Oil-soluble organic acids generally contain a hydrogen-phosphorus moiety with a pK of -110 to about +5.0. It is classified into nine categories based on the acids it contains.

More recently, new requirements have been placed on lubricants for use in gear applications. It is. Protects lubricated equipment as commercial vehicle power and loads increase However, there is a need for lubricants that can withstand severe thermal pressure. Therefore, suitable for gear Safety of lubricants intended for use at high temperatures (e.g., above about 160'C) Qualitativeness is an important requirement.

Main Iika! hill The present invention provides improved high temperature stability and at least one phosphorus-containing composition. and at least one soluble nitrogen-containing composition. lubricants and machines 2 shows a functional fluid composition. More particularly 9 lubricating compositions and functional fluid compositions of the present invention The item contains: (A) Main amount of oil with lubricating viscosity, and (B-1) Characterized by the following formula: of at least one soluble amine salt of at least one substituted phosphoric acid composition; Amount: (margin below) Here, R' is hydrogen or a hydrocarbyl group, R2 is a hydrocarbyl group, and both X groups are either O or S; and (C) At least one soluble nitrogen-containing composition prepared by the following reaction↓ The nuclear reaction consists of a hydrocarbon-substituted succinate-producing compound and at least one nitrogen atom bonded to the at least 1 per equivalent of the nucleic acid generating compound with an amine having also 1 hydrogen. 72 equivalents of the amine.

Preferably, the amine salt of phosphoric acid used in the lubricating composition of the present invention is a primary amine salt. and this soluble nitrogen-containing composition (C) also contains boron. have The lubricating compositions of the present invention are particularly characterized by high temperature stability (e.g., from about 160°C to , in intermittent operation, up to about 200°C).

Good day; A. Oil with lubricating viscosity The lubricating compositions and functional fluid compositions of the present invention are based on a variety of oils of lubricating viscosity. Make. This oil includes natural and synthetic lubricating oils and mixtures thereof. It will be done. These lubricating compositions containing the phosphorus-containing composition and the nitrogen-containing composition of the present invention 2. Effective for various uses. This application uses spark-ignition and compression-ignition internal combustion engines. Includes crankcase lubricants for engine engines. This internal combustion engine , car and truck engines, two-stroke engines, aircraft piston engines. This includes engines such as marine engines, marine engines, and low-load diesel engines. Also, automatic Transmission fluid One-rotation shaft lubricant, gear lubricant, metal processing lubricant, hydraulic fluid, Other lubricating oil and grease compositions may be beneficially combined with the compositions of the present invention. It can be done. This lubricating composition is particularly effective as a gear lubricant.

Natural oils include animal and vegetable oils (e.g. castor oil, lard oil), as well as Mineral lubricating oils (e.g. liquid petroleum oil and paraffin type, naphthene) paraffin type or mixed paraffin-naphthene type and solvent treated. acid-treated mineral lubricating oils or acid-treated mineral lubricating oils). coal again Also oils of lubricating viscosity derived from barges. Useful. Synthetic lubricant includes the following hydrocarbon oils and halo-substituted hydrocarbon oils. This hydrocarbon oil and halo-substituted hydrocarbon oils, such as monopolymerized olefins and mixed polymerizations. olefins (e.g. polybutylene, polypropylene, propylene-iso Butylene copolymer.

(chlorinated polybutylene, etc.); poly(1-hexene), poly(1-octene); ), poly(1-decene), etc.; and mixtures thereof; alkylbenzenes (e.g. For example, dodecylbenzene, tetradecylbenzene, dinonylbenzene, di(2 -ethylhexyl)-benzene, etc.); polyphenyl (e.g. biphenyl, alkylated polyphenyl); alkylated diphenyl ethers and alkylated diphenyl sulfides and their derivatives; These include analogues and congeners.

Alkylene oxide polymers and mixed polymers and their derivatives (this derivative Then, the terminal hydroxyl group is esterified.

(modified by etherification, etc.) are among the known and synthetic lubricating oils that can be used. Configure other classes. These are ethylene oxide or propylene oxide oils prepared by the polymerization of these polyoxyalkylene polymers; esters and aryl ethers (e.g., methyl having an average molecular weight of about 1000) Polyisopropylene glycol ether, with a molecular weight of about 500-1000 Polyethylene glycol diphenyl ether, molecular weight approximately 1000-1500 (polypropylene glycol diethyl ether, etc.), or their monomers - and polycarboxylic acid esters (e.g. acetic acid ester of tetraethylene glycol) ster, mixed C1-C11 fatty acid ester, or CI3 oxoacid dieth ter), as exemplified by

Other suitable classes of synthetic lubricants that may be used include dicarboxylic acids (e.g. Talic acid, succinic acid, alkyl succinic acid.

Alkenylsuccinic acid, maleic acid, azelaic acid, sheric acid, sebacic acid, fluoric acid Malic acid, adipic acid, lyrinic acid glymer, malonic acid, alkyl malonic acid, alke nilmalonic acid) and nine different alcohols (e.g. butyl alcohol, hexyl alcohol, etc.) alcohol, dodecyl alcohol, 2-ethylhexyl alcohol, ethylene glycol, diethylene glycol monoether, propylene glycol, etc.) Contains an ester of Specific examples of these esters include dibutyl adipate; Le.

Di(2-ethylhexyl) sebacate, di-n-hexyl fumarate, sebacic acid Dioctyl, diisooctyl azelate.

Diisodecyl azelate, dioctyl phthalate, didecyl phthalate, sebacin Jacosyl acid, 2-ethylhexyl diester of lylunic acid dimer, sebacin 1 mole of acid, 2 moles of tetraethylene glycol and 2 moles of 2-ethylhexanoic acid Complex esters formed by reaction with esters and the like are included.

Esters useful as synthetic oils also include +C5 to C+Z monocarboxylic acids and polyols. and polyol ethers (e.g.

Neopentyl glycol, trimethylolpropane, pentaerythritol, di pentaerythritol, tripentaerythritol) Includes tell.

silicone-based oils (e.g. polyalkyl-, polyaryl, polyalkoxy) -9 or polyaryloxy-siloxane oils and silicate oils) are 9 synthetic It constitutes another useful class of lubricants. This includes 1, for example, tetraethyl silica. Tetra-isopropyl silicate, Tetra-(2-ethylhexyl) silicate Tetra-(4-methylhexyl)silicate, Tetra-(p-tertbutyl) tylphenyl) silicate.

Hexyl-(4-methyl-2-pentoxy)disilicate, poly(methyl)silicone Examples include xane and poly(methylphenyl)siloxane. Other synthetic lubricants , liquid esters of phosphorus-containing acids (e.g. tricresol phosphate, trioc phosphate) Chill.

(diethyl ester of decanephosphonic acid, etc.) 9-polymerized tetrahydrofuran, etc. is included.

Unrefined oils, refined oils and rerefined oils (this refers to natural or synthetic oils of the types disclosed above). Either synthetic oil. This is a mixture of two or more of these may be used in the lubricants of the present invention. Unrefined oil is natural It is an oil obtained directly from raw or synthetic raw materials without further refining treatment. 0 For example, shale oil obtained directly from the retort operation, directly obtained from the first stage distillation. petroleum oil obtained directly from the esterification process and used without further processing. The ester oil used is an unrefined oil. Refined oils have one or more properties unless it has been further processed in one or more purification steps to improve , similar to unrefined oil. Many such purification methods are known to those skilled in the art. Ru. These methods include 9 e.g. solvent extraction, secondary distillation, acid or base extraction, filtration, immersion. There are others such as Toru. Re-refined oil is produced by a process similar to that used to obtain refined oil. can get. This process applies to refined oils already in use at the facility. this Also re-refined oils like. known as recycled or reprocessed oil; and methods directed to remove wasted additives and oil breakdown products. are often additionally processed.

B-1, amine salt of substituted phosphoric acid composition Amine salts of f-containing acid compositions useful in the lubricants of the present invention where +R1 is hydrogen or or a hydrocarbyl group, R2 is a hydrocarbyl group, and both X groups are 0 or Which of S is.

The amine salt can be either oil-soluble or soluble in the oil-containing compositions of the invention. That's it. A more preferred method of preparing compositions containing (I) includes Formula 1 ROB. at least one hydroxy compound and formula 9 pzxs (where R is hydroxy rocarbyl group, and X is O or S). It encompasses things. The phosphorus-containing composition obtained by this method is a mixture of phosphorus compounds. and generally depends on the choice of phosphorus reactant (i.e. Pieces or or hSs), mono- and dihydrocarbyl-substituted phosphoric acid and/or dihydrocarbyl It is a mixture of thiophosphoric acids.

As used in this specification and the appended claims.

The term "hydrocarbyl" or "hydrocarbon-based" in the context of this invention a group having a carbon atom directly bonded to the remainder of the molecule and having a predominantly hydrocarbon character Indicates a group having a certain quality.

Such groups include: (1) hydrocarbon groups: i.e., aliphatic groups; (e.g. alkyl or alkenyl), alicyclic groups (e.g. cycloalkyl or alkenyl), or cycloalkenyl), aromatic groups, aliphatic-substituted and alicyclic-substituted aromatic groups, Aromatically substituted aliphatic and alicyclic groups.

and its analogs as well as cyclic groups; where this ring is.

completed by other parts of the molecule (i.e., any two indicated positions The substituents may be taken together to form an alicyclic group), and such groups are well known to those skilled in the art. Examples include methyl, ethyl, octyl, decyl, octadecyl, Includes chlorhexyl, phenyl, etc.

(2) Substituted hydrocarbon groups; ie, groups containing non-hydrocarbon substituents. this Non-hydrocarbon substituents are two in the context of this invention.

Those skilled in the art will be aware of suitable substituents that do not primarily alter the hydrocarbon nature of the group. Examples include halo, hydroxy.

Includes nitro, cyano, alkoxy, acyl, etc.

(3) Hetero group; i.e. 2 In the context of the present invention, it shows mainly hydrocarbon properties. A group containing atoms other than carbon in the chain or ring. The other part of this group is a carbon atom. Consists of children.

Suitable heteroatoms will be clear to those skilled in the art and include, for example, nitrogen, oxygen and ions. C is included.

Generally, there will be no more than about 3 (preferably no more than 1) substituents or heterologous Atoms are present for each 10 carbon atoms in the hydrocarbyl group.

Uses such as “alkyl-based groups”, U-aryl-based groups” and their analogues The term has the above definitions for alkyl and aryl groups and their analogs. have similar meanings.

The hydroxy compounds used in preparing the phosphorus-containing compositions of the present invention are of formula 1 RO It is characterized by H, where R is a hydrocarbyl group. This resource The hydroxy compound to be reacted with the compound is represented by formula 9 RO) (where, hydro The carbyl group R is a hydroxy group containing from about 1 to about 30 carbon atoms. It may contain mixtures of compounds. However, the substituted phosphate group finally prepared It is necessary that the amine salt of the product be dissolved in the lubricating composition of the present invention. in general , the R group has at least 4 carbon atoms, more preferably at least about 8 carbon atoms. Contains carbon atoms.

The R group can be aliphatic or aromatic (e.g., alkyl, aryl, alkaryl). , aralkyl) and alicyclic hydrocarbon groups. Formula ROH Examples of useful hydroxy compounds having Chyl alcohol, hexyl alcohol, 2-ethylhexyl alcohol, nonyl Alcohol, dodecyl alcohol, stearyl alcohol, amylphenol, Octylphenol, nonylphenol, methylcyclohexanol, alkyl This includes naphthol and the like.

More preferred alcohol ROB is an aliphatic alcohol.

More specifically, primary aliphatic alcohols (which contain at least about 4 carbon atoms) , more typically containing at least about 8 carbon atoms). Therefore, one Examples of more preferred monohydric alcohols ROW useful in the invention include 1-octatool, 1-decanol, 1-dodecanol, 1-tetradecanol, 1-hexadecano alcohol, 1-octadecanol, oleyl alcohol, lylyl alcohol, lylyl Nylalcohol, phytol.

Mericyl alcohol, lauryl alcohol, myristyl alcohol, heptyl alcohol Coal, stearyl alcohol and behenyl alcohol.

Of course, commercially available alcohols (including mixtures) are considered here, and these Commercially available alcohols are not specified here, but are considered a primary object of the present invention. It may also contain a small amount of alcohol that would otherwise not be present. Formed by oxo process Higher synthetic monohydric alcohols of the type used (e.g.

2-ethylhexyl), the type formed by aldol condensation, or organic Oligomerization of α-olefins (especially ethylene) using aluminum catalysts and its use Also higher synthetic monohydric alcohols of the type formed by subsequent oxidation. Yes It is for use.

Certain more preferred monohydric alcohols useful in preparing compositions of the invention and Examples of alcohol mixtures include commercially available alcoholic beverages sold by Continental Oil Company. Alfol” alcohol is included. Alfol 810 is a linear, primary Containing alcohols consisting essentially of alcohols (having 8 to 10 carbon atoms) It is a mixture with Alfol 12 mainly contains Cl and fatty alcohol. It is a mixture with Alfol 121B has 12-18 carbon atoms It is a mixture of synthesized primary linear alcohols. Alfol 20+ alcohol is a mixture of primary alcohols + CI II-C2a. This mixture is When measured by GLC (gas liquid chromatography), based on alcohol, Most are 02° alcohol. Alfol 22+ alcohol is alcohol Based on the standard, most of the alcohol is 02□C I fi ~ 2. alcohol It is. These Alfol alcohols have a fairly high percentage (up to 40%) paraffinic compounds (which can be removed before the reaction if desired). Ru.

Another example of a commercially available alcohol mixture is Adol 60.

This is about 75% by weight of linear 02□ primary alcohol and C2゜ primary alcohol. approximately 15% by weight of alcohol, and approximately 8% of CI 8 alcohol and CZ4 alcohol. Contained in %. Adol 320 mainly contains oleyl alcohol . This Adol alcohol is sold by Ashland Chemical Company.

Derived from naturally occurring triglycerides and with chain lengths ranging from C$ to C18 Various mixtures of monohydric fatty alcohols.

Commercially available from Brocter & Gamble. These mixtures mainly contain 12 ．． 14. Various amounts of fatty alcohols containing 16 or 18 carbon atoms have For example, Co-1214.

0.5% C1(l alcohol, 66.0% CtZ alcohol, 26.0 Fatty alcohol containing % CI4 alcohol and 6.5% CII, alcohol It is a cole mixture.

Another group of commercially available mixtures includes the "Neodol" product available from Shell Chemical Company. Things are included. For example, Neodol 23 contains C+Z alcohol and Ca + Alcohol mixture; Neodol 25 is CI! I4 Alcohol CIS I4 alcohol compound; and Neodol 45 is a linear alcohol compound of CI4~CtS. It is a mixture of Neodol 91 is C,,C,. and CI 1 Arco It is a mixture of

Fatty vicinal diols are also useful;

-The commercial names of Asuran are Adol 114 and Adol 158. Included are those commercially available from Dooil Corporation. The former is the direct representation of C,, -C,4. Derived from chain alpha-olefin fractions.

And the latter is derived from the +CIS CI@ fraction.

During the reaction, the molar ratio of the hydroxy compound Rot to the phosphorus reactant hXs is The ratio should be within the range of about 1:1 to about 4=1, with a more preferred ratio being 3:1. be. The reaction may be carried out at high temperatures (e.g., above about 50°C), where the reactants or Simply mix the two reactants at a temperature (up to the decomposition temperature of either of the desired products) This may occur due to this. Preferably 2. This temperature is.

between about 50°C and 150°C, most often below about 100’C. Ru. This reaction requires control of temperature and the presence of a solvent to facilitate mixing of the reactants. 6 can be performed below. This solvent is.

It can be an inert fluid material in which either one or two reactants are present. or the product dissolves. Such solvents include benzene, Luene, xylene.

n-hexane, cyclohexane, naphtha, diethyl ether, rubitol, dibu Tyl ether dioxane, chlorobenzene.

Included are nitrobenzene, carbon tetrachloride or chloroform.

The product of the above reaction is acidic, but its chemical structure is not precisely known. . However, if this product is phosphoric acid (or thio- or dithiophosphoric acid) A mixture of acidic phosphates consisting primarily of mono- or diesters.

Evidence shows that this ester group is derived from the alcohol ROH. .

(Margin below) Other methods of preparing substituted phosphoric acid compositions useful in the preparation of amine salts (B-1) is a high temperature (generally above 50°C, more -i around 50°C and 150°C) A suitable alcohol such as those exemplified above is reacted with phosphoric acid at a temperature between Is Rukoto.

What is the molar ratio of alcohol to phosphoric acid used in this reaction?

It may range from about 1:1 to 3:1. Still others who prepare useful substituted phosphoric acids The method includes a phosphorus halide or phosphorus oxyhalide and a suitable alcohol or Includes reactions with epoxides such as: ethylene oxide, propylene oxide, 1,2-butene oxide, 1,2-octene oxide, styrene oxide cid, or cyclohexene oxide. Phosphorus halides (e.g., phosphorus trichloride or As the reaction between epoxide (or phosphorus tribromide) and epoxide progresses, halogen-containing intermediates and fumes are formed. A partially esterified phosphorus halide is formed. This intermediate is can be converted to the corresponding partially esterified phosphoric acid by reaction with .

The amine salt (B-1) of the present invention is formula 9! The above substituted phosphoric acid as represented by At least one amino compound (this can be a primary amine, a secondary amine or a tertiary amine) amines). Preferably, substituted phosphoric acid and The amine that is subjected to the reaction to form the amine salt (B-1) has the following -M formula: is a primary or secondary hydrocarbylamine: Here, R'' is a hydrocarbyl group, and Ro is hydrogen or a hydrocarbyl group. be. Generally, the hydrocarbyl groups R' and R'' contain up to about 150 carbon atoms. fats containing atoms and containing poly(from about 4 to about 30 carbon atoms) group hydrocarbyl group.

In a more preferred embodiment, three hydrocarbons useful in preparing the amine salts of the present invention are Bylamines have about 4 to about 30 carbon atoms in the hydrocarbyl group, such as preferably a primary hydrocarbyl amide containing about 8 to about 20 carbon atoms. It is. The hydrocarbyl group is a primary Typical examples of saturated amines include amines known as aliphatic primary fatty amines; and “Armeen” primary amine (Armak Chemical Company) Amino, commercially known as a product available from Co., Ltd., Chicago, Illinois, There is a Typical fatty amines include the following alkylamines: n- Hexylamine, n-octylamine.

n-decylamine, n-dodecylamine, n-tetradecylamine.

n-pentadecylamine, n-hexadecylamine, n-octadecylamine ( stearylamine) etc. These Armeen primary amines are distilled etc. Available in both grade and technical grade. In distilled grades, more Even in reaction with technical grade amines, although pure reaction products are obtained.

The desired amides and imides are formed. Armeen-C of Armack.

Armeen-0, Armeen-OL, Armeen-T, Armee Mixed fats like n-HT, Armeen-5 and Aro+een-5D Amine too. Appropriate.

In another more preferred embodiment, the amine salt of the composition of the invention is derived from a tertiary aliphatic primary amine having at least about 4 carbon atoms in It is an amine.

For the most part, these will have no more than about 30 total carbon atoms in the alkyl group. derived from an alkylamine with

Usually, this tertiary aliphatic primary amine is a monoamine represented by the linear formula is: where R is a hydrocarbyl group containing from 1 to about 30 carbon atoms.

Such amines include tertiary butylamine, tertiary hexyl primary amine, 1- Methyl-1-aminocyclohexane, tertiary octyl primary amine, tertiary decyl primary amine, tertiary dodecyl primary amine, tertiary tetradecyl primary amine tertiary hexadecyl primary amine, tertiary octadecyl primary amine, tertiary hexadecyl primary amine, By grade tetracosanthyl primary amine, tertiary octacosanthyl primary amine Two examples are shown.

Also amine mixtures. Useful for this invention. This type of amine mixture An example of this is "Primene 81R" (this is.

is a mixture of tertiary alkyl primary amines from CII to CI4).

and “Primene JM-T” (this is the tertiary acronym of r C+s~Czz) (both from Rohm & Haas) available). This tertiary alkyl primary amine and its preparation Methods of manufacture are known to those skilled in the art and therefore need not be discussed further. Because of this invention Tertiary alkyl primary amines and methods for their preparation are described in U.S. Pat. No. 2.945,749, which contains teachings on this subject. About is shown here.

Also primary amines whose hydrocarbon chain contains olefinic unsaturation. actually Useful. Therefore, depending on the chain length, the R" and R" groups are One or more olefinic unsaturations, usually 1 per 10 carbon atoms Typical amines that may contain no more than 0 double bonds include dodecylamine, mi Listleylamine, palmitleylamine.

There are oleylamine and lylylamine. Also such unsaturated amines.

Available under the Armeen trademark.

Secondary amines include commercially available products such as Artaeen 2C and Armeen HT. fatty secondary amines, and mixed dialkylamines.

Dialkylamines having two of the above alkyl groups are included. Here R1 is a fatty amine, and R'' is a lower alkyl (1-9 carbon atoms) group (e.g. ethyl, ethyl, n-propyl, i-propyl, butyl, etc.), or R2 is other non-reactive substituents or polar substituents (CN, alkyl, carbalkoxy.

amides, ethers, thioethers, halo, sulfoxides, sulfones) It can be an alkyl group without impairing its qualitative hydrocarbon properties. . The fatty polyamine diamines include mono- or dialkyl, symmetrical or or asymmetric ethylenediamine, propanediamine (1,2 or 1.3), and the polyamine analogs above. Suitable commercially available fatty polyamines include: “Duomeen C” (N-coco-1,3-diaminopropane), “Duomeen omeen S” (N-glossy-1,3-diaminopropane), “Duom een T” (N-tallow 1,3-diaminopropane), or “Duome en O" (N-oleyl-1,3-diaminopropane)."'Du omeen'' are commercially available diamines, manufactured by Almatsu Chemical Co., Ltd. As described in Chicago, Illinois Product Data Report No. 7-10RI .

Other primary amines useful in the preparation of amine salt (B-1) are primary ether amines. R″OR’ Nl2, where R1 is 2 with 2 to 6 carbon atoms. a valent alkylene group, and R'' is a hydroxyl group having from about 5 to about 150 carbon atoms. It is a locarbyl group.

These primary ether amines are generally composed of an alcohol R”OH and an unsaturated nitride. It is prepared by reaction with This alcohol has up to about 150 R” groups. It can be a hydrocarbon-based radical having a carbon atom. Typically efficiency and economy Due to its nature, the alcohol has R' up to about 50 carbon atoms, preferably 2 Contains up to 6 carbon atoms. It is a linear or branched aliphatic alcohol. too Most preferably, R'' has from 2 to 6 carbon atoms. The substance may have 2 to 6 carbon atoms. Acrylonitrile is most preferred.

Ether amines are known commercial products available under the name SURFAMTM. Ru. This is Mars Chemical Company, Atlanta.

Manufactured and distributed by Josia. Typical examples of such amines include There are amines having a molecular weight of about 150 to about 400. More preferred ether amide SURFAM P14AB (branched C+a), SURFAM P 16A (linear C+ b), SURFAM P17AB (branched C3,) This is exemplified by the ether amine identified as Described above and used later The carbon chain length of SLIRFAMs (i.e., 014, etc.) is an approximation. It contains an ether bond of oxygen. For example, if C,, SURFAM, It has the following general formula: C+oHz+0CJJHz This oil-soluble amine salt (B-1), the above substituted phosphoric acid composition, and the above amine, Prepared by mixing at room temperature or above. Generally, about 1 Mixing at room temperature for up to an hour is sufficient. Subjected to reaction with substituted phosphoric acid composition The amount of amine to form the salt of this invention is determined based on the amount of amine (nitrogen base) per equivalent of phosphoric acid. and the equivalent ratio is generally about 1.

The following examples illustrate the preparation of nine amine salts of substituted phosphoric acid compositions useful in the present invention. There is. Unless otherwise indicated in the examples below and elsewhere in the specification and claims. , all parts and percentages are by weight, and all temperatures are by weight.

It is Celsius.

(Margin below) Example B-1-A fat having on average 13 carbon atoms and obtained by hydrogenation of coconut oil Lithium pentoxide was added to alcohol (6 mol) at 50-80°C within 2.5 hours. Add 2 moles of salt. The mixture is heated at 80° C. for 3 hours and filtered.

This filtrate.

The desired partially esterified phosphoric acid. This phosphoric acid.

It has a phosphorus content of 8.5% and an acid value of 216 (phenolphthalein indicator). do. 518 grams (2 acid equivalents) of this acid ester were subjected to chemical reaction at 35 to 60°C. Stoichiometrically equivalent (i.e. 2 equivalents) of Pri Zhaoene 81-R (which is have 11 to 14 carbon atoms in the alkyl group and have an average equivalent weight of 191 (nitrogen (on an atomic basis) is a commercially available tertiary alkyl primary amine mixture). Ru. Stir the resulting mixture for 30 minutes. This product is.

A salt of an amine and an acid ester, which has a phosphorus content of 4.7% and a phosphorus content of 3.1%. It has a nitrogen content of

Example B-1-B Partially esterified phosphoric acid is mixed with equimolar amounts of alcohol reactant and phosphorus pentoxide. The salt was prepared by the method of Example B-1-A, except that it was derived from a mixture. Ru.

Example B-1-C Example B- except that the amine used is a tertiary octyl primary amine. Prepare the salt by method 1-A.

Example B-1-D The partially esterified phosphoric acid used is 2 moles of octacontanyl alcohol. Example B-1-A, except that it is derived from a mixture of 1 mole of phosphorus pentoxide and Prepare salt using the method □.

Example B-1-E The partially esterified phosphoric acid used is 3 moles of primary pentyl alcohol and of Example B-1-A, except that it is derived from a mixture of Prepare the salt according to the method.

Example B-1-F Alfol 8-10 (2628 parts, 18 moles) is heated to a temperature of approximately 45°C. .

9 for 45 minutes while maintaining the reaction temperature between approximately 45 and 65°C. Then, 852 parts (6 moles) of phosphorus pentoxide is added. This mixture at this temperature, After stirring for an additional 0.5 hour, the mixture is heated at 70°C for about 2 to 3 hours. Temperature approx. Primene 81-R (2362 parts, 12.6 mol) are added dropwise to this reaction mixture. All this amine added When complete, the reaction mixture is filtered through a filter aid. This filtrate contains 7.4% The desired amine salt contains (7.1% of theory).

Example B-1-G 1000 parts of alkyl phosphate mixture prepared as in Example B-1-F (3.21 mol), add 454 parts (3.7 mol) of di-n-butylamine. Yes, maintain a nitrogen atmosphere. Heating the reaction mixture over the addition period, Maintain a temperature of 120”C. After all of the butylamine has been added, the mixture compound.

Maintain at 120°C for 8 hours. The desired amine salt was obtained, which contained 7.1% Contains phosphorus (6.8% theoretical) and 3.4% nitrogen (3.6% theoretical).

Example B-1-H 1000 parts (3.21 mol) of phosphoric acid ester prepared as in Example B-1-F 260°C of n-butylamine while increasing the temperature from 20°C to about 70°C. (3.53 mol) dropwise. This one drop addition can be completed in about 2 hours. let After the addition was complete, the mixture was heated to 140"C and at this temperature for 6 hours. If you maintain it for a while.

The desired product results. The product contains 814% phosphorus (7.9% theoretical) and Contains 3.9% nitrogen (theoretical value 3.9%).

Example B-1-1 4 parts (721°) of alkyl phosphoric acid mixture prepared as in Example B-1-F (2, 31 mol) of di(2-ethylhexylamine) under a nitrogen atmosphere. 613.7 parts (2.54 mol) are added. Upon addition of this amine 9 reaction mixture Raise the temperature to 20-120°C.

The reaction mixture is maintained at this temperature for 5 hours to yield the desired product. child The product contains 3.4% phosphorus (theoretical (!3, 0%) and 2.7% nitrogen ( Theoretical value: 2.7%).

Example B-1-J A reaction vessel is charged with 793.4 parts (9 moles) of n-amyl alcohol. reaction temperature 426 parts (3 moles) of phosphorus pentoxide was added to the ．． Add incrementally over 5 hours.

After all of the phosphorus pentoxide has been added, the mixture is stirred for 0.5 hour. This reaction mixture The material is then maintained at 70° C. for 3 hours.

Primene 81-R (159 Parts 7 and 9.

5.93 mol) is added dropwise. After adding all of Primene 81-R.

When the reaction mixture was filtered through a filter aid, 6.1% (theoretical value: 5.8%) of phosphorus was removed. The desired amine salt containing is formed.

In Example B-1- 1500 parts (4,8 1 mol) of Armeen O( 1423.5 parts (5.29 mol) of oleylamine) are added. All this amine After the addition, the mixture was heated to 80°C and maintained at this temperature for 3 hours until the Forms the desired product.

This product contains 5.4% phosphorus (5.1% theoretical) and 2.5% nitrogen (theoretical). 2.5%).

Example B-1-L Heat n-amyl alcohol (793.4 parts, 9.0 mol) to 45°C.

In contrast, 9 was carried out for 1.5 h while maintaining the reaction temperature between 60 and 80 °C. Then, 426 parts (3 moles) of phosphorus pentoxide are added incrementally. Add all phosphorus pentoxide After addition, the mixture was stirred for an additional 0.5 h and then at a temperature of 70 °C. Stir for 3 hours. While maintaining this temperature between 50 and 70°C, Add ne81-R (1261, 3 parts, 6.75 mol) dropwise. This ami After all the ingredients have been added, the mixture is filtered through a filter aid.

The desired amine salt results. This corresponds to 4.5% phosphorus (theoretical 2.7%) and 3 ．． Contains 6% nitrogen (3.8% theoretical).

Example B-1-M 539.8 parts (3.7 mol) of Alfol 8-10 and n-amyl alcohol A mixture of 326 parts (3.7 moles) of 100% of the total amount of alcohol is prepared and heated to 30°C. to this On the other hand, while maintaining the temperature of the reaction mixture at 50-60 °C using a cold water bath, 350 parts (2.46 moles) of phosphorus pentoxide are added incrementally. Add all the phosphorus pentoxide After that, the mixture was stirred for an additional 0.5 h and then maintained at a temperature of 70 °C for 3 h. hold

The phosphoric acid mixture is cooled to about 40°C. On the contrary.

925.6 parts (4.95 mol) of Pr1a+ene 81-R was added over 2 hours. That's it.

- Add drop by drop. The reaction mixture is exothermed to 70"C. All amines are After that, the mixture is filtered through a filter aid.

The filtrate contains 5.5% phosphorus and 3.2% nitrogen (3.24% theoretical). The desired amine salt.

Example B-1-N 400 parts (2.74 mol) of Alfol 8-10 and n-amyl alcohol A mixture of 400 parts (4.54 mol) is prepared. Using a cooling bath, reduce the reaction temperature to 50°C. 344.5 parts (2,43 moles) of phosphorus pentoxide was added incrementally while maintaining the temperature at ~60°C. Add to. After adding all the phosphorus pentoxide.

The mixture is stirred for an additional 0.5 hour. After that, stir at 70″C for 3 hours. Ru. The phosphoric acid mixture is cooled to approximately 40"C. 897.1 parts (4.8 mol) of ne81-R were added dropwise over 2 hours. I can do it. An exotherm of up to approximately 70″C was observed.

The reaction mixture is stirred for an additional hour. this reaction mixture.

It is then filtered through a filter aid. This filtrate contains 4.94% phosphorus (theoretical value 3.7 %) and 3.3% nitrogen (3.3% theoretical). .

Example B-1-O 462.8 parts (3,17 mol) of Alfol 8-10 and 2-methyl-2- A mixture of 323.3 parts (3.17 moles) of amyl alcohol is heated to about 30°C. Ru. In contrast, while maintaining the reaction temperature at about 50-60 °C using cold water, 300 parts (2.11 moles) of phosphorus pentoxide are added incrementally. Add all the phosphorus pentoxide After that, the mixture was stirred for an additional 1.5 hours and then heated at 70°C for 3 hours. Ru. The phosphoric acid mixture was cooled to about 40°C and over a period of 2 hours.

804 parts (4,29 mol) of Primene 81-R are added dropwise. 70 Fever up to °C is observed. This mixture was stirred for an additional hour.

It is then filtered through a filter aid. This filtrate has a concentration of 4.45% (theoretical value 3.5%). The desired amine salt contains nitrogen and 3.1% (theoretical 3.2%) of nitrogen.

Example B-1-P Alfol 350 parts (2.4 moles) of 8-10 alcohol, and 2-methyl - A mixture of 350 parts (3.43 moles) of 2-amyl alcohol is prepared. pentaacid 276 parts (1.94 mol) of phosphorus chloride was heated at 50 to 60° while stirring using a cold water bath. Add incrementally while maintaining the reaction temperature between After adding all the phosphorus pentoxide, The mixture was stirred for a further 1.5 hours and then heated to 70°C, at which temperature Maintain for 3 hours. The phosphoric acid mixture was cooled to about 40"C and cooled for 2 hours. 734 parts (3,91 mol) of Primene 81-R was added dropwise over Add one. Heat generation up to 70°C is maintained. This mixture was stirred for an additional hour. 2. Then filter. This filtrate contained 4.6% (theoretical 3.5%) phosphorus and 3. The desired amine salt contains 2% nitrogen (3.2% theory).

Example B-1-Q 322.8 parts (3,165 mol) of 4-methyl-2-amyl alcohol and A mixture of 279 parts (3,165 moles) of n-amyl alcohol is prepared. cold water bath 300 parts of phosphorus pentoxide while maintaining the reaction temperature between about 50-60°C using (2.11 mol) is added incrementally.

After all of the phosphorus pentoxide was added, the mixture was stirred for an additional 1.5 hours and then added for an additional 7 hours. Heat to 0"C and maintain at this temperature for 3 hours.

The resulting phosphoric acid mixture is cooled to 40°C. On the contrary.

Over 2 hours, 781.2 parts (4.18 moles) of Primene 81-R ) drop by drop. Fever up to approximately 70°C is observed. 1 more of this substance Stir for an hour and filter. This filtrate contained 4.3% (theoretical value: 3.9%) phosphorus. and the desired amine salt containing 3.5% (theoretical 3.5%) nitrogen.

In addition to the amine salts of phosphoric and dithiophosphoric acids, the lubricating fluids and functions of this invention The fluid also contains at least one dihydrocarbyl moiety characterized by a linear equation. May contain phosphite (B-2): (RO)zP(0)H(If) where each R is independently a hydrocarbyl group, and the R groups are identical Or different.

In other embodiments, the total number of carbon atoms in the two R groups is at least about 4 carbon atoms. It is a child. This phosphite improves extreme pressure properties at high torque and low speed operating conditions. do.

Phosphite (II) is a known compound, and many are commercially available or packaged. It is prepared in One method of preparation uses a low molecular weight dialkyl phosphite (e.g. methyl) is subjected to reaction with a high molecular weight alcohol (e.g. decyl alcohol) .

A decyl group is then placed on the methyl group in a manner similar to the classical transesterification method. converted to form methanol. This methanol is removed from the reaction mixture at 9 Ru.

The hydrocarbyl group P in this phosphite (n) has about 1 to 30 carbon atoms. contains. However, this R group.

The phosphite must be selected so that it dissolves in the lubricating compositions of the present invention.

Generally, the R group will contain at least about 4 carbon atoms, and more preferably less. Contains at least about 8 carbon atoms.

The R group can be an aliphatic or aromatic hydrocarbon group (e.g. alkyl, aryl, aryl, alkaryl, aralkyl) and alicyclic hydrocarbon groups. Such an R group For example, there are 9 examples.

Ethyl, n-butyl, hexyl, 2-ethyl-hexyl, nonyl.

Dodecyl, stearyl, amyl phenyl, octyl, phenyl, nonylphenyl , methylcyclohexyl, alkylated naphthyl, and the like.

More preferred R groups are aliphatic, more particularly containing at least about 4 carbon atoms. primary aliphatic groups containing children, and more typically at least about 8 carbons. It is a primary aliphatic group containing atoms. Therefore, two more preferred R useful in the present invention Examples of groups include 1-octyl, 1-decyl, 1-dodecyl, 1-tetradecyl, 1 -hexadecyl, 1-octadecyl, oleyl, lylyl, lylunyl, phyto Le, Milisil, Lauril.

Included are myristyl, cetyl, stearyl and behenyl.

Of course, this phosphite is derived from commercial alcohols (including mixtures thereof). It can be done. These commercially available alcohols.

9 Alternatives not specified herein but which do not depart from the main purpose of the invention It may contain a small amount of coal. Oxo step (e.g. 2-ethyl-hexy ), aldol condensation.

or organoaluminum-catalyzed oligomers of α-olefins (especially ethylene) Higher synthetic monohydric alcohols of the type formed by oxidation followed by oxidation are also . Useful.

Certain preferred monohydric alcohols and alcohols useful in preparing the compositions of this invention Examples of call mixtures include commercially available “Alfol” alcohol (which is Adol Alcohol (sold by Ash Oil Co.); Adol Alcohol (sold by Ash (sold by Rand Chemical); derived from naturally occurring triglycerides. , various mixtures of monohydric fatty alcohols with chain lengths ranging from C8 to C1m (this (available from Cutter &Gamble); aliphatic vicinal All (this is from Assinund Oil Co., Ltd., Adol 114 and Adol (available under the trademark OL158). These commercially available alcohols A specific example of is discussed above with respect to the preparation of phosphoric acid.

The following is an example of the preparation of dihydrocarbyl phosphite. Here, this hide Locarbyl groups contain, on average, about 8 to 10 carbon atoms.

Example B-2-A 1752 parts (12 mol) of Alfol 8-10 and 66 parts of dimethyl phosphite 0 parts (6 moles) of the mixture is heated to approximately 120-130°C with nitrogen sparging. do. The mixture was heated at this temperature for about 8 hours, removing the methanol that formed. maintain for a while. The reaction mixture is vacuum removed to 3 On+mHg at 140°C. . This residue.

It is filtered at room temperature. This filtrate contains 10.3% (theoretical value 9.2) of phosphorus. The desired product is

(Margin below) (C) Soluble nitrogen-containing composition In addition to the amine salt (B-1), the lubricating compositions and functional fluid compositions of the present invention also contain and at least one soluble nitrogen-containing composition prepared by the following reaction: This reaction produces hydrocarbon-substituted succinic acid-producing compounds (where this compound is 2 (sometimes referred to as “acyl succinates”) and at least one bonded to the nitrogen group. of amine per equivalent of this acid-forming compound with an amine containing also one hydrogen. The reaction uses at least about 1.5 equivalents. Nitrogen-containing composition obtained by this method Product (C) is usually a complex compound. The exact composition of this mixture is easily cannot be identified. Therefore, this composition is generally described by the iM six methods. It will be done. This nitrogen-containing composition.

Sometimes referred to as an “acylated amine”, this nitrogen-containing composition (C) is Oil-soluble or soluble in the oil-containing lubricating fluids and functional fluids of this invention. Either you understand it or you understand it.

The soluble nitrogen-containing composition useful as component (C) in the lubricating composition of the present invention is , known in the art and described in a number of U.S. patents, including: :3.172,892 3,341.542 3,630,9043.215. 70? 3,444.178 3,632,5113.272,746 3,4 54.607 3,787.3743.316.177 3,541.012 No. 4,234,435 describes nitrogen-containing compounds useful as component (C). Presented herein are instructions for the preparation of the compositions.

Generally, a convenient means for preparing soluble nitrogen-containing compositions is the following reaction: This reaction involves hydrocarbon-substituted succinic acid-generating compounds (“carboxylic acid amines”). silating agent”).

Amines containing at least one hydrogen bonded to a nitrogen atom (i.e. H- This is a reaction with N.). This hydrocarbon-substituted succinate-producing compound includes succinate , its anhydrides, halides and esters. This succinic acid formation The number of carbon atoms in the hydrocarbon substituent of the compound is such that the nitrogen-containing composition (C) of the present invention Provided that it is soluble in lubricating compositions, it can vary widely. therefore, The hydrocarbon substituents generally average at least about 30 aliphatic carbon atoms. Contains.

More preferably it contains an average of at least about 50 aliphatic carbon atoms. oil soluble In addition to considering the is also based on the effectiveness of such compounds in the lubricating oil compositions of the present invention. child The hydrocarbyl substituent of the succinic acid compound contains a polar group as shown above. obtain. However, this polar group is sufficiently high to significantly alter the hydrocarbon nature of the group. It doesn't exist in proportion.

The sources of this substantial hydrocarbon substituent primarily include high molecular weight, substantially saturated Included are petroleum fractions and substantially saturated olefin polymers. This polymer is , especially polymers of monoolefins having 2 to 30 carbon atoms. especially Useful polymers are those of the following 1-monoolefins: ethylene, propylene Ren, 1-butene, isobutyne, 1-hexene.

1-octene, 2-methyl-1-heptene, 3-cyclohexyl-1-butene, and 2-methyl-5-propyl-1-hexene, an intermediate olefin (i.e. Polymers of olefins in which the olefin linkages are not in terminal positions are also useful.

These are exemplified by 2-butene, 3-pentene, and 4-octyne.

The olefins exemplified above and other copolymerizable olefin materials (e.g., aromatic Mixed polymers with aromatic olefins, cyclic olefins, and polyolefins are also used. Ta. Useful.

Such mixed polymers include 2, for example, polymers prepared by polymerization of the following substances: Combinations include: isobutene and styrene; isobutyne and butadiene; propene and isoprene; ethylene and piperylene; isobutyne and chloroprene: isobutyne and p-methylstyrene; 1-hexene and 1,3-hexadiene; 1-octene and 1-hexene; 1-heptene and 1-pentene; 3-methyl-1-butene and 1-o Cten; 3,3-dimethyl-1-pentene and 1-hexene; Isobutyne and styrene and piperylene; etc.

The relative proportion of the monoolefin to the other seven polymers in this mixed polymer is affect the stability and oil solubility of the final products derived from mixed polymers such as I can do it. therefore.

For oil solubility and stability, the mixed polymers contemplated for use in the present invention include substantially It should be substantially aliphatic and substantially unsaturated. In other words, these at least about 80%, by weight, of units derived from aliphatic monoolefins; preferably contains at least about 95% and based on the total number of carbon-carbon covalent bonds. Generally, it contains no more than about 5% olefin linkages. In most cases, What is the percentage of olefin bonds?

It should not exceed about 2% of the total number of carbon-carbon covalent bonds.

A specific example of such a mixed polymer includes 95% (by weight) isobutyne and 5% Copolymer with % styrene; 98% isobutyne, 1% piperylene and 1% copolymer Terpolymer with roloprene: 95% isobutyne, 2% 1-butene and 3% Terpolymer with 1-hexene i80% isobutene and 20% 1-pentene Terpolymer with 20% 1-octene; 8o% 1-hexene and 20% 1- Copolymer with heptene; 9o% isobutyne, 2% cyclohexene and 8% copolymer Terpolymer with Lopene; and copolymer with 80% ethylene and 20% propene Consolidation is included.

Other sources of substantial hydrocarbon groups include saturated aliphatic hydrocarbons (e.g., highly refined white oils of high molecular weight, or synthetic alkanes such as those obtained by The synthetic alkanes include, for example, the high molecular weight olefins exemplified above. Obtained by hydrogenation of polymers or high molecular weight olefin materials.

Using an olefin polymer having a molecular weight (Mn) of about 700 to 10,000, Toha, I like it. Molecule iI(Mn) is about 10. ooo ~ approx. 100,000 Or even higher molecular weight olefin polymers.

It has been found that imparting improved viscosity index properties to the final product of the present invention There is. It is often desirable to use such high molecular weight olefin polymers. stomach. Preferably, the substituent has an Mn value of about 700 to about 10.000 and an Mw/ Derived from polyolefins characterized by Mn values of 1.0 to about 4.0 .

In preparing the substituted acyl succinates of this invention, one or more of the above-mentioned If the polyalkylene is a maleic or fumaric acid reactant (e.g. is anhydride) and one or more acid reactants selected from the group consisting of be done. Usually, this maleic acid reactant or fumaric acid reactant is maleic acid, Fumaric acid, maleic anhydride, or a mixture of two or more thereof. Ru. The maleic acid reactant is generally preferred over the fumaric acid reactant. former are more readily available and generally more readily available than polyalkylenes (or their derivatives).

This is because substituted succinic acid producing compounds useful in the present invention are prepared. especially more preferred New reactants are maleic acid, maleic anhydride, and mixtures thereof. anti Maleic anhydride is commonly used because of its availability and ease of reaction.

For convenience and lateralization, the term "maleic acid reactant" is often used hereafter. used in When used, the term refers to maleic acid reactants and fumaric reactants. selected from acid reactants, including mixtures of such reactants; It should be understood that the term is generic to acid reactants. Also, the term “koha” ``acyl citrate'' is used herein to refer to substituted succinic acid producing compounds. .

Certain methods for preparing the substituted acyl succinates of this invention are described in part in US Pat. No. 3.219.666, the contents of which include preparation of acyl succinate and other agents. The teachings regarding this are clearly set forth herein. This method is a “two-step method. ”, it is conveniently designed as , chlorinating the polyalkene until it has on average at least about 1 chlorine group. It includes things. (For the purpose of the present invention, the molecular weight of this polyalkene is determined by the Mn value. corresponding weight). Chlorination is the process by which the desired amount of chlorine is introduced into the chlorinated polyalkene. contacting the polyalkene with chlorine gas until the polyalkene is dissolved. salt The plating is generally carried out at a temperature of from about 700°C to about 125°C. This chlorination method and if a diluent is used, it itself readily causes further chlorination. It should be used as a non-toxic diluent. Polymerized. and perchlorinated. Oyo and/or fluorinated alkanes and benzene are examples of suitable diluents. .

The second step of the two-step chlorination process is one for the purposes of this invention, typically from about 100°C to This chlorinated polyalkene is subjected to a maleic acid reaction at a temperature within the range of about 200"C. It involves reacting with things.

What is the molar ratio of chlorinated polyalkene to maleic acid reactant?

Usually about 1=1. (For the purposes of this invention, 1 mole of chlorinated polyalkene is is the weight of the chlorinated polyalkene corresponding to the l'In value of the non-chlorinated polyalkene. ). However, a stoichiometric excess (e.g., 1:2 molar ratio) of malei One molecule of polyalkene is added during this chlorination step, in which acid reactants may be used. or if more than about 1 chlorine group is introduced on average, then the chlorinated polyamide More than 1 mole of maleic acid reactant is subjected to the reaction per molecule of Lukene. this For such conditions, the ratio of chlorinated polyalkene to maleic reactant is More preferably it is expressed in equivalents. (For the purpose of this invention, chlorinated polyalkenes The equivalent weight is the weight corresponding to the Mn value, the average weight per molecule of the chlorinated polyalkene. It is the value divided by the number of chlorine groups. In contrast, the equivalent weight of the maleic acid reactant is molecular weight). Therefore, the chlorinated polyalkene relative to the maleic acid reactant The ratio is usually about 1 equivalent of maleic acid reactant for each mole of chlorinated polyalkene. Approximately 1 equivalent of maleic acid is added to each equivalent of chlorinated polyalkene. It is said to be up to the amount of chemical substances. This is usually due to feeding an excess amount of maleic acid reactant. For example, from about 5% to about 25% by weight in excess. quantity is used. Unreacted excess maleic acid is usually converted into two reaction products under vacuum. can be removed from Or this maleic acid reactant.

It is subjected to nine reactions at earlier stages in the process, as described below.

The obtained polyalkene-substituted acyl succinate has a desired number of succinic acid groups in the product. If not present, as needed.

Chlorinated again. If this next chlorination step removes excess male from the second step, If the inic acid reactant is present, this excess amount is due to the additional amount of chlorine introduced during the ninth chlorination. When added, it is subjected to 9 reactions. Otherwise, additional maleic acid reactant.

It is introduced during and/or following the further chlorination step. This method is Repeat until the total number of succinic groups per equivalent of substituent reaches the desired level. can be done.

Another method for preparing substituted acyl succinates of the present invention is described in U.S. Patent No. 3. 912.764 and British Patent No. 1.440.219. Ru. Both of these patents have their process teachings, the content of which is presented here. has been done. According to this process, the polyalkene and maleic acid reactant are First, they are subjected to a reaction by heating both in a "direct alkylation" procedure. It will be done. Upon completion of this direct alkylation step, chlorine is introduced into the reaction mixture. , the reaction of the remaining unreacted maleic acid reactant proceeds. According to these patents.

In this reaction, for each mole of olefin polymer (i.e., polyalkene) , 0.3 to 2 moles or more of maleic anhydride is used. This direct access The rkylation step is carried out at a temperature of 180-250°C. At this stage of introducing chlorine , a temperature of 160-225°C is used to prepare the substituted acyl succinates of the present invention. When using this method, for each equivalent of polyalkene, the final product sufficient maleic acid reactant to introduce at least 1.3 succinic acid groups into the product. and chlorine must be used.

Other steps for preparing the substituted acyl succinates of the present invention include the so-called "one-step process". This process is described in US Pat. Nos. 3.215.707 and 3.2. 31.587.

Both of these patents contain teachings regarding this process.

Shown here.

In summary, this one-step process involves a mixture of a polyalkene and a maleic acid reactant. (This is 9) both in the amount necessary to obtain the desired substituted acyl succinate and other agents of the present invention. containing). This is true for each equivalent of the substituent.

for each mole of polyalkene so that at least one succinic acid group is obtained. This means that there must be at least 1 mole of maleic acid reactant. Next This is usually done by passing chlorine gas through the mixture while stirring. chlorine is introduced. During this time, the mixture is maintained at a temperature of at least about 140°C. be done.

Variations of this process include during or following chlorine introduction.

Adding additional maleic acid reactant is included. but.

The principles described in U.S. Patent Nos. 3,215,707 and 3,231,587 Because of this, this modification now applies to all polyalkenes and all maleic It is not preferable to mix the acid reactants first before introducing chlorine.

Usually, when this polyalkene becomes sufficiently liquid at 140°C or above, This one-step process uses an additional substantially inert, usually liquid solvent/diluent. There's no need. However, as explained earlier, using a solvent/diluent If so, the solvent/diluent should preferably be resistant to chlorination, and polysalt hydrogenated and perchlorinated and/or perfluorinated alkanes, Chloalkanes and benzene can be used for this purpose.

Chlorine can be introduced continuously or intermittently in this one-step process. This chlorine Although the speed of implementation is not 9 important.

In order to make maximum use of chlorine, this rate is achieved in the course of two reactions.

It should be approximately the same as the consumption rate of chlorine. The rate of introduction of chlorine is this consumption rate. If this is exceeded, chlorine is evolved from the reaction mixture. To make maximum use of chlorine , a closed system (including above atmospheric pressure) may be used to prevent loss of chlorine. .

Often advantageous.

The lowest temperature at which this reaction occurs at a reasonable rate in a one-step process is usually 140 It is around °C. Therefore, the lowest temperature at which this process is normally carried out is approximately 140°C. It is. A more preferred temperature range is between about 160°C and 220°C. 25 Higher temperatures such as 0°C or even higher temperatures can be used, but usually is of little advantage. In fact, temperatures higher than 220°C.

There are often disadvantages with respect to the preparation of the particular acylated succinic acid compositions of the present invention.

At such temperatures, polyalkenes "decompose" (i.e., thermal decomposition causes the polyalkylene to decompose). decrease in the molecular weight of Rialken) and/or decomposition of the maleic acid reactant. This is because they tend to occur. For this reason, the maximum temperature.

Usually it does not exceed about 200-210°C. The upper temperature limit useful for this one-step process is , primarily in a 9-reaction mixture (which contains 2 reactants and the desired product). , determined by the decomposition points of the components. This decomposition point is such that it prevents the formation of the desired product. Una.

The temperature at which sufficient decomposition of any reactants or products occurs.

In this one-step process, the molar ratio of the maleic reactant to chlorine is For each mole of maleic reactant that may be incorporated, there is at least about 1 mole of chlorine. be made to be

Additionally, for practical reasons, a slight excess, usually around 5% by weight of the chlorine ~30% by weight excess is useful to compensate for loss of chlorine from one reaction mixture. Ru. Higher amounts of excess chlorine can be used with beneficial results. It is not clear whether

The molar ratio of polyalkene to maleic reactant is preferably For each mole of maleic acid reactant, at least about 1 mole of maleic acid reactant is present. It will be done. About this.

At least 1.0 succinic acid groups may be present per equivalent of substituent in the product In order to do so, it is necessary. However, preferably an excess of maleic acid A reactant is used.

Therefore, there is usually an excess of about 5% to about 25% maleic acid reactant.

With respect to the amount required to obtain the desired number of succinic acid groups in the product, the relative It will be done.

(Margin below) The amino acid that is reacted with this succinic acid-forming compound to form the nitrogen-containing composition (C) The amines can be monoamines and polyamines. This monoamine and polyamine A chain is characterized by the presence of at least one H-N< group in its structure. should be kicked. Therefore, they contain at least one primary amino group ( That is, it has 82N-) or a secondary amino group (i.e., H-N=) . The amine may be aliphatic, cycloaliphatic, aromatic, or heterocyclic , for this amine.

Aliphatic substituted cycloaliphatic amines, aliphatic substituted aromatic amines, fatty Aliphatic-substituted heterocyclic amines, cycloaliphatic-substituted aliphatic amines, cycloaliphatic-substituted aliphatic amines, cycloaliphatic-substituted aromatic amines, cycloaliphatic-substituted heterocyclic amines.

Aromatic-substituted aliphatic amines, aromatic-substituted cycloaliphatic amines, aromatic aromatic-substituted heterocyclic amines, heterocyclic-substituted aliphatic amines, heterocyclic-substituted cycloaliphatic amines, and aromatic amines substituted with heterocycles. child These amines may be saturated or unsaturated. This amine is also a non-charcoal may contain hydrogenated substituents or groups, provided that these groups are As long as it does not significantly interfere with the reaction with the acylation reagent of this invention. Such non- Hydrocarbon substituents or groups include lower alkoxy groups, lower alkyl mercapto groups, nitro groups, and interrupting groups such as -0- and -S- (e.g. -CHzCH z-χ-CHzCHz- (here T: , X is -0- or -3-)) is an envelope Included. Generally, the amine (C) can be characterized by the following formula: R+RJH Here, +R1 and R2 are each independently hydrogen, a hydrocarbon group, an amino Substituted hydrocarbon group, hydroxy-substituted hydrocarbon group, alkoxy-substituted hydrocarbon group, amino No group, carbamyl group.

These are thiocarbamyl group, guanyl group and acylimidyl group. However, +R1 Only one of R2 and R2 can be hydrogen.

Branched polyalkylene polyamines, polyoxyamines, more fully described later With the exception of alkylene polyamines and amines substituted with high molecular weight hydrocarbons, This amine (C) is.

Usually no more than about 40 carbon atoms total, usually no more than about 20 total carbon atoms Contains carbon atoms.

Aliphatic monoamines include mono-aliphatic substituted amines and di-aliphatic substituted amines. Included. Here, this aliphatic group is.

It can be saturated or unsaturated and straight or branched. Therefore, these things The amine is a primary or secondary aliphatic amine. Such amines have 9 For example, mono- and dialkyl-substituted amines, heptano- and dialkenyl-substituted amines, and amines having one N-alkenyl substituent and one alkyl substituent. min, and its analogs. All carbon atoms in these aliphatic monoamines The number, as stated earlier,9 usually does not exceed about 40, and usually does not exceed about 20. stomach. Specific examples of such monoamines include ethylamine, diethylamine, n -butylamine, di-n-butylamine, allylamine, isobutylamine, Coreamine, stearylamine, laurylamine, methyllaurylamine, olei Ruamine, N-methyloctylamine, dodecylamine, octadecylamine, and the like. Cycloaliphatic substituted aliphatic amines, aromatic Aliphatic amines substituted with group.

Examples of aliphatic amines substituted with and heterocycles include 2-(cyclohexyl)ethyl benzylamine, phenylethylamine, and 3-(furylpropylamine). ) Contains amines.

Cycloaliphatic monoamines have a carbon atom that connects to an amino nitrogen in the cyclic ring structure. It is a monoamine with one cycloaliphatic substituent directly attached. cyclofat Examples of group monoamines include cyclohexylamine, cyclopentylamine, cyclo hexenylamine, cyclopentenylamine, N-ethylcyclohexylamine , dicyclohexylamine, and the like. substituted with aliphatic cycloaliphatic monoamines, aromatic substituted cycloaliphatic monoamines, Examples of cycloaliphatic monoamines substituted with propyl and heterocycles include propyl substituted cycloaliphatic monoamines. xylamine, phenyl-substituted cyclopentylamine, and pyranyl-substituted cyclo Included are hexylamines.

Aromatic amines suitable as (a) include those in which the carbon atoms of the aromatic ring structure are amino nitrogen atoms. Included are monoamines directly bonded to.

This aromatic ring is usually an o+ononuclear aromatic ring. In other words, it is a ring derived from benzene. but.

The second ring may include a fused aromatic ring, especially a ring derived from naphthalene. , examples of aromatic monoamines include aniline.

Di(p-methylphenyl)amine, naphthylamine, N-(n-butyl)anili and the like. Aliphatically substituted aromatic monoamines, aliphatic-substituted aromatic monoamines and heterocyclic-substituted aromatic monoamines; Examples of amines include p-ethoxyaniline, p-dodecylamine, cyclohexyl Included are substituted naphthylamines and chenyl substituted anilines.

Most of the polyamines from which (C) is derived mainly have the following formula: Alkylene amines are included: where n is an integer preferably not greater than about 10. The number ^ is a hydrogen radical or a substantial hydrocarbon radical having up to about 30 carbon atoms. , and the alkylene group preferably has no more than about 8 carbon atoms. It is a lower alkylene group. This alkylene amine mainly contains methylene amines. Min, ethylene amine.

Butylene amine, propylene amine, penticin amine. hexyleneamine, Included are butylene amines, octylene amines, and other polymethylene amines. child These are particularly exemplified by: ethylenediamine, triethylenetetramine propylene diamine, decamethylene diamine, octamethylene diamine, diamine (heptamethylene)triamine, tripropylenetetramine, tetraethylenepetramine tamamine, trimethylenediamine, pentaethylenehexamine, di(trimethylenediamine) ) triamine. Obtained by condensation of two or more of the above alkylene amines Higher molecular weight analogues such as

Useful.

Ethyleneamine is particularly useful. These are listed under the title “Ethyleneamine”. , Encyclopedia of Chemical Technology, Kirk and Othmer.

Vol, 5, pp, 898-905. Interscience Publishing, New It is described in some detail in York (1950). Such compounds are By reaction between alkylene chloride and ammonia.

most conveniently prepared. This reaction produces a complex mixture of alkylene amines. generated to the extent that This amine includes cyclic condensation products such as piperazine. be done. These mixtures find use in nine processes of the present invention. On the other hand.

By using a pure alkylene amine, it is also possible to completely obtain the desired product. can get. Particularly useful, not only because of its economy, but also because of the efficiency of the products obtained. alkylene amine.

Ethylene amine mixture prepared by reaction of ethylene chloride and ammonia There are things. This mixture has a composition corresponding to the mixture of tetraethylenepentamine has.

Hydroxyalkyl-substituted alkylene amines (i.e.

Alkylene with one or more hydroxyalkyl substituents on the nitrogen atom amines) are likewise contemplated for use herein. This hydroxyalkyl The substituted alkylene amine is preferably such that the alkyl group is a lower alkyl group (i.e. Examples of such amines include groups having not more than about 6 carbon atoms. , N-bis(2-hydroxyethyl)ethylenediamine, N,N”-bis(2 -hydroxyethyl)ethylenediamine, 1-(2-hydroxyethyl)pi Perazine, mono-hydroxypropyl-substituted diethylenetriamine, 1,4-bis -(2-hydroxypropyl)piperazine, di-hydroxypropyl substituted tetra Ethylenepentamine, N-(3-hydroxypropyl)tetramethylenediamine and 2-heptadecyl-1-(2-hydroxyethyl)imidacillin. Included.

of the alkylene amines or hydroxyalkyl-substituted alkylene amines exemplified above. , higher molecular weight analogs such as those obtained by condensation via amino or hydroxyl groups Things are useful as well. Condensation via amino groups with removal of ammonia The fact that higher molecular weight amines can be obtained through condensation through hydroxyl groups, It will be appreciated that with removal of water a product containing an ether bond is obtained. Dew.

Also heterocyclic mono- and polyamines. Producing nitrogen-containing composition (C) It can be used in some cases. As used herein, “heterocyclic monoamines and The technical term "reamine" refers to the presence of at least one primary amine in this heterocycle. contains a mino group or a secondary amino group and at least one nitrogen as a heteroatom. We intend to describe a heterocyclic amine with However, this heterocyclic monoan In amino acids and polyamines, at least one primary amino group or a secondary As long as a tertiary amino group is present, the hetero-N atom in this ring is replaced by a tertiary amino nitrogen ( ie, it may have no hydrogen directly bonded to the ring nitrogen).

Heterocyclic amines may be saturated or unsaturated and may contain various substituents (e.g. .

Nitro substituent, alkoxy substituent, alkylmercapto substituent, alkyl substituent , alkenyl substituents, aryl substituents.

alkaryl substituents or aralkyl substituents). in general , the total number of carbon atoms in this substituent does not exceed about 20. Heterocyclic amines are nitrogen Other heteroatoms (especially

(oxygen and sulfur). Apparently, these amines have one may contain more than nitrogen heteroatoms. 5-membered and 6-membered heterocycles are more preferred stomach.

Suitable heterocycles include aziridine, azetidine, azolidine.

Tetrahydropyridine and dihydropyridine, virol.

Indole, piperazine, imidazole, dihydroimidazole and tetrahydrogen Doloimidazole, piperazine, isoindole, purine, morpholine, thiomo Ruforin, N-aminoalkylmorpholine, N-aminoalkylthiomorpholine , N-aminoalkylpiperazine, N,N'-di-aminoalkylpiperazine azepine, azocine, azocines + azecine (az ecines), and each of the above tetrahydro-1 dihydro- and -hydro derivatives, and mixtures of two or more of these heterocyclic amines. Ru. More preferred heterocyclic amines contain nitrogen, oxygen and/or Saturated, 5- and 6-membered heterocyclic amines containing only sulfur, especially piperidine piperazine, thiomorpholine, morpholine, pyrrolidine, and their analogs There is. piperidine.

Veridine with aminoalkyl substitution, piperazine, aminoalkyl substituted piperazine, Morpholine, aminoalkyl-substituted morpholine, pyrrolidine, and aminoalkyl Preferred are substituted pyrrolidines. Usually this aminoalkyl substituent is Substituted on a nitrogen atom that forms part of a ring. The characteristics of such heterocyclic amines Specific examples include N-aminopropylmorpholine, N-aminoethylpiperazine, and and N,N'-di-aminoethylpiperazine.

Nitrogen-containing composition (C) obtained by reaction of a succinic acid-forming compound and the above amine are amine salts, amides, imides, imidacillins as well as mixtures thereof. obtain. To prepare this nitrogen-containing composition (C), one or more A citric acid-forming compound, and optionally one or more amines, are present in three conventional solutions. in the presence of a substantially inert liquid solvent/diluent at an elevated temperature (generally about 80% temperature ranging from ``C to the decomposition point of the mixture or product. Usually , temperatures ranging from about 100"C to about 300°C are utilized, provided that 300"C is It is necessary not to exceed the decomposition point.

The succinic acid-generating compound and amine should be present at least Both are used in one reaction in an amount sufficient to provide about 172 equivalents of amine. in general , the maximum amount of amine present is about 2 moles per equivalent of succinate-forming compound. Becomes an amine. For the purpose of this invention, one equivalent of amine corresponds to the total weight of amine. It is calculated by dividing the amount of nitrogen atoms present by the total number of nitrogen atoms present. Therefore, octylamine ethylenediamine has an equivalent weight equal to its molecular weight; and aminoethylpiperazine has an equivalent weight of 72;

It has an equivalent weight of 173 for its molecular weight. The number of equivalents of the succinic acid-forming compound is The substitution will depend on the number of carboxyl functional groups present in the succinate-generating compound. So Therefore, the number of equivalents of the hydrocarbon-substituted succinic acid producing compound is Varies depending on the number of acid groups. Generally, for each cono/lyric acid group in the acylation reagent, the acylation Two equivalents of reagent are present. The number of carbonyl functional groups (e.g. acid value, saponification value) Conventional methods can be used to determine. Therefore, the number of equivalents of the acylating reagent is , used in reactions with amines. 9 by reaction of a succinic acid-forming compound with an amine. Further details and examples of the method of preparing the nitrogen-containing compositions of the invention are given in one example. , U.S. Patent Nos. 3.172.892; 3.219,666; 3.272. No. 746 and No. 4,234,435, the disclosures of which are incorporated herein by reference. It is shown.

The product is prepared by the following reaction between (C-1) and (C-2) = (C-1) Boron oxide, boron halides, boron acids, boron amides, and boron acid esters at least one boron compound selected from the group consisting of; (C-2) A hydrocarbon-substituted succinic acid-forming compound (acylating agent) and a bond to the nitrogen atom. at least one hydrogen-containing amine combined with 1 equivalent of this acid-generating compound. prepared by reacting at least about 172 equivalents per. at least one soluble acylated nitrogen intermediates.

The acylated nitrogen intermediate (C-2) can be added to the oil-soluble nitrogen-containing composition (C) ( This is consistent with the fact that it is not subjected to reaction with boron compounds). This oil-soluble a The amount of boron compound subjected to the reaction with the silated nitrogen intermediate (C-2) is generally From about 0.1 atomic ratio to 1 mole of the acylated nitrogen composition, the acylated nitrogen composition To provide up to about 10 atomic ratios of boron to 1 atomic ratio of nitrogen in the composition, considered to be a sufficient amount. More generally.

The amount of boron compound present is defined as boron per mole of the acylated nitrogen composition. From about 0.5 atomic ratio of boron to 1 atomic ratio of nitrogen used, The amount is sufficient to supply up to the proportion of children.

Boron compounds useful in the present invention include boron oxide, boron hydroxide, boron dioxide, Boron trifluoride, boron tribromide, boron trichloride, boron acids (e.g. boronic acid) (i.e. alkyl-B(OH)z or Aryl-B (0) 1) z), boric acid (i.e. HJOs), Te Traboric acid (i.e. HtBiOt).

metaboric acid (i.e., HBOz)), boric anhydride, boric acid amide, and various esters of such boronic acids. boron trihalide The use of complexes with ethers, organic acids, inorganic acids, or hydrocarbons It is a convenient way to introduce the reactants into the reaction mixture. Such a complex is Boron trifluoride-triethyl ester, boron trifluoride-phosphorus Acid, boron trichloride-chloroacetic acid.

Boron tribromide-dioxane and boron trifluoride-methyl ethyl ether Examples are given below.

Specific examples of boronic acids include methylboronic acid, phenylboronic acid, cyclohexyl Includes boronic acid, p-heptylphenylboronic acid and dodecylboronic acid .

These boronic acid esters include, among others, combinations of boric acid and alcohols or phenols. Included are mono-, di- and tri-organic esters. alcohol or pheno For example, there are 2 rules.

Methanol, ethanol, isopropanol, cyclohexanol, cyclopene Tanol, 1-octatool, 2-octatool, dodecanol, behenyl alcohol Coal, oleyl alcohol, stearyl alcohol, benzyl alcohol, 2 -7” cyclohexanol, ethylene glycol, propylene glycol, trimethylene glycol, 1,3-butanediol.

2.4-hexanediol, 1.2-cyclohexanediol, 1.3-oc Tanediol, glycerol, pentaerythritol.

diethylene glycol, calpitol, cellosolve, triethylene glycol, Tripropylene glycol, phenol.

Naphthol, p-butylphenol + O + p-diheptylphenol, n-sic lohexylphenol, 2,2-bis-(p-hydroxyphenyl)propane, Polyisobutyne (molecular weight 1500) substituted phenol, ethylene chlorohydrin , 0-chlorophenol.

tonitrophenol, 6-promooctanol, and 7-kedodecanol. Ru. 1. Lower alcohols such as 2-glycol and 1,3-glycol (i.e., alcohols having no more than about 8 carbon atoms) are particularly suitable for the purposes of the present invention. It is useful in preparing boric acid esters for various purposes.

Methods for preparing esters of boronic acid are well known in the art (e.g. “Mical Review” pp, 959-1064, Vol.

56). Therefore, one method involves adding 3 moles of sodium trichloride and 3 moles of Reactions to obtain tree organoborates by reacting with alcohol or phenol are included. Included. Other methods include the reaction of boron oxide with alcohol or phenol. Included. Another method involves using tetraboric acid and 3 moles of alcohol or phenol. Direct esterification with polymers is included.

Still other methods include direct esterification of boric acid with glycols, e.g. Forming a cyclic alkylene borate is included.

The reaction of the acylated nitrogen intermediate with the boron compound is accomplished by mixing the reactants at the desired temperature. This can easily occur due to Although using an inert solvent is selective , especially when high viscosity or solid reactants are present in the reaction mixture. Often desirable. Inert solvents include benzene, toluene, naphtha, cyclohexane, It can be a hydrocarbon such as n-hexane or mineral oil. The temperature for this reaction can vary over a wide range. can be changed to

Generally, temperatures between about 50°C and about 250°C are preferred, in some cases.

It may be 25°C or lower. The upper limit of this temperature depends on the specific reaction mixture and and/or the decomposition temperature of the product.

This reaction is usually completed in a short time, such as 0.5 to 6 hours. The reaction After completion, the product is dissolved in a solvent.

If the resulting solution appears cloudy or contains insoluble substances.

It is purified by centrifugation and filtration. This product typically requires further production. Sufficiently pure, such that it is absent or optional.

Reaction of the acylated nitrogen composition with a boron compound yields a boron-containing product. Ru. Substantially all of this nitrogen is initially present in the nitrogen reactant. . Due to this reaction.

It is believed that a complex is formed between boron and nitrogen.

Such complexes may contain, in some cases, more than one atomic percentage of nitrogen in addition to one atomic percentage of nitrogen. may contain boron. In other cases.

In addition to one atomic percentage of boron, it contains more than one atomic percentage of nitrogen. of this complex Its properties are not clearly known.

Although the exact stoichiometry of this complex formation is not known, The relative proportions of the reactants that can be present depend firstly on the utility of this product for the purposes of the invention. It is based on consideration of the In this regard, useful products include: obtained from a reaction mixture: In this reaction mixture, the reactants are From about 0.1 atomic ratio of boron to 1 mole of the silating nitrogen composition, Up to about 10 atomic proportions of boron per 1 atomic proportion of nitrogen in the acylated nitrogen composition present in such relative proportions as to supply A more preferred amount of reactants is this acyl From about 0.5 atomic proportion of boron to 1 mole of nitrogen composition, the nitrogen used is The amount is such that up to about 2 atoms of boron are supplied per 1 atom of boron. For example Meni.

A boron compound that has one boron atom in one molecule.

Used with 1 mole of an acylated nitrogen composition having 5 nitrogen atoms in one molecule. (obtained) is about 0.1 mole to about 50 mole.

Preferably, it is within the range of about 0.5 mol to about 10 mol.

The following examples describe nine nitrogen-containing compositions useful in the present invention, and nitrogen- and boron-containing compositions. Illustrating a method of preparing the composition: (Margin below) Example C-1 By reacting chlorinated polyisobutylene and maleic anhydride at 200°C, to prepare polyisobutenyl succinic anhydride. This polyisobutenyl group is 85 It has an average molecular weight of 0.

The alkenyl succinic anhydride obtained has an acid value of 113 (corresponding to an equivalent weight of 500). ). This polyisobutenyl succinic anhydride 5 00g (1 equivalent) and 160g of toluene at room temperature. of diethylenetriamine is added. This addition was carried out over a period of 15 minutes. It is carried out in portions and the first exothermic reaction raises the temperature to 50"C. Then , heat this mixture, and distill a water-toluene azeotrope from this mixture. do. When no more water is distilled, the mixture is heated to 150”C under reduced pressure. Heat and remove toluene. This residue is diluted with 350 g of mineral oil. This melt The liquid is found to have a nitrogen content of 1.6%.

Example C-2 Example C- Using 31 g (1 equivalent) of ethylenediamine as the amine reactant Repeat method 1. The nitrogen content of the product obtained is 1.4%.

Example C-3 Ethyleneamine mixture (which has a composition corresponding to the triethylenetetramine composition) The method of Example C-1 was repeated using 55.5 g (1.5 equivalents) of return. The product obtained has a nitrogen content of 1.9%.

Example C-4 Using 55.0 g (1.5 equivalents) of triethylenetetramine as the amine reactant The method of Example C-1 is repeated, and the resulting product has a nitrogen content of 2.9%. have

Example C-5 140 g of toluene and polyisobutenyl succinic anhydride (which has an acid value of 109) and prepared from maleic anhydride and chlorinated polyisobutylene of Example C-1. commercially available ethylene amine mixture (this.

63.6 g (1,5 5 equivalents) are added at room temperature. This mixture is heated to vaporize the water-toluene azeotrope. Distillate 9 is then heated to 150°C under reduced pressure to remove residual toluene. Residue The polyamine is.

It has a nitrogen content of 4.7%.

Example C-6 Chlorinated polyisobutylene (which has an average molecular weight of 1050 and 4.3% salt) 105 and maleic anhydride. A polyisobutenyl succinic anhydride having an equivalent weight of and 540 is prepared. This poly For a mixture of 300 parts by weight of isobutenyl succinic anhydride and 160 parts by weight of mineral oil. and at 65-95°C, 1 equivalent (2 5 parts by weight). This mixture was then washed.

Heating to 150°C distills off all the water formed during the 9 reactions. this temperature At , nitrogen is bubbled through the mixture to remove the last traces of water. This residue , diluted with 79 parts by weight of mineral oil. This oil solution has a nitrogen content of 1.6% It was discovered that

Example C-7 Chlorinated polypropylene with a chlorine content of 3% and a molecular weight of 1200 and anhydrous By reacting with maleic acid, a polyisobutenyl group having an acid value of 84 is produced. Prepare converted succinic anhydride. 813 g of polypropylene-substituted succinic anhydride, commercially available Ethyleneamine mixture (which has an average composition corresponding to tetraethylenepentamine) ), and 566 g of mineral oil.

Heat to 150°C over 5 hours. This residue has a nitrogen content of 1.18% It is found that it has.

Example C-8 The reaction mixture contained 3880 g of polyisobutenyl succinic anhydride and triethylene terephthalate. 376 g of a mixture of tolamin and diethylenetriamine (75:25 weight ratio), and 2785 g of mineral oil, according to the method of Example C-1. 1. Prepare a nitrogen chloride composition. This product was found to have a nitrogen content of 2%. issued. Example C-9 The reaction mixture contained 1385 g of polyisobutenyl succinic anhydride and triethylene terephthalate. 179 g of a mixture of tolamin and diethylenetriamine (75:25 weight ratio), and 1041 g of mineral oil.

An acylated nitrogen composition is prepared according to the method of Example C-1.

The second product is found to have a nitrogen content of 2.55%.

Example C-10 The polypropylene-substituted succinic anhydride used was the polyisobutyne of Example C-1. Substituted succinic anhydride (except that it was substituted at 1 per 1.5 equivalents of amine reactant) An acylated nitrogen composition is prepared according to the method of Example C-7.

Example C-11 The polypropylene-substituted succinic anhydride used was the polyisobutyne of Example C-1. Except for substitution with substituted succinic anhydride (1 equivalent to 2 equivalents of amine reactant). An acylated nitrogen composition is prepared according to the method of Example C-7.

Example C-12 The triethylenetetramine used was the commercially available ethyleneamine mixture of Example C-6. Example C-4, except that the substitution was made with (1.5 equivalents per 1 equivalent of anhydride) An acylated nitrogen composition is prepared according to the method.

Example C-13 The polypropylene-substituted succinic anhydride was substituted with the polyisobutyne-substituted anhydride of Example C-1. Example C-- except that succinic acid (1 equivalent to 1 equivalent of amine reactant) was substituted. An acylated nitrogen composition is prepared according to method 7. This composition contains 1.5% It is found to contain nitrogen content.

Example C-14 Polyisobutyne (Mn=1845; Mw=5325) 510 parts (0.28 mole).

and 59 parts (0.59 mol) of maleic anhydride are heated to 110°C. Ru. This mixture was heated to 7 ml while adding 43 parts (0.6 mol) of gaseous chlorine under the surface. Heat to 190°C over time. At 190-192°C for 3.5 hours Then add an additional 11 parts (0.16 moles) of chlorine. 19 while blowing nitrogen Volatiles were removed from the reaction mixture by heating for 10 hours at 0-193°C. remove. This residue, as determined by ASTM method D-94, has a It has a saponification equivalent number. The desired polyisobutyne-substituted acyl succinate.

113 parts of mineral oil and 161 parts (0.25 equivalents) of this substituted acyl succinate and other agents. In contrast, at 130 °C, a commercial mixture of ethylene polyamines (which has a 10.2 parts (0.25 equivalents) of nitrogen atoms (having about 3 to about 10 nitrogen atoms) A mixture is prepared by: The reaction mixture was heated to 150'C for 2 hours. Remove volatiles by heating and bubbling with nitrogen. Filter this reaction mixture The filtrate is then obtained as an oil solution of the desired product.

Example C-15 Borisop 5-7 (Mn=2020; Mw=6049) 1000 copies (0, 495+nil) and 115 parts (1.17 mol) of maleic anhydride, Heat to 110°C. While adding 85 parts (1.2 moles) of gaseous chlorine under the surface, The mixture is then heated to 184° C. for 6 hours. At 184-189°C, An additional 59 parts (0.83 moles) of chlorine are added over a period of 4 hours. Blow in nitrogen From this reaction mixture, by heating at 186-190°C for 26 hours, Remove volatile substances.

This residue has a saponification equivalent number of 87, as determined by ASTM method D-94. has. The desired polyisobutyne-substituted acyl succinate.

1067 parts of mineral oil and 893 parts (1,38 equivalents) of the substituted acyl succinate and other agents At 140-145°C, a commercial mixture of ethylene polyamines (this is , having about 3 to about 10 nitrogen atoms per molecule) (1,38 equivalents) ) to prepare a mixture. This reaction mixture was heated to 155 ml in 3 hours. Heat to °C and remove volatiles by bubbling with nitrogen. This reaction mixture When the product is filtered, the filtrate is obtained as an oil solution of the desired product.

Example C-16 392 parts of mineral oil, and substituted conoylphosphate prepared in Example C-15 and other acyl phosphates 3 48 parts (0.52 equivalents) of commercially available mixture of ethylene polyamine at 140°C. 18.2 of a compound having from about 3 to about 10 nitrogen atoms per molecule. (0,433 equivalents). This reaction mixture Volatile substances are removed by heating the material to 150°C for 1.8 hours and bubbling with nitrogen. Remove. The reaction mixture is filtered, leaving the filtrate as an oil solution of the desired product. can get.

Example C-17 600 g of an acylated nitrogen composition prepared according to the method of Example C-13 (nitrogen boron trifluoride-diethyl ether at 60-75°C 45.5 g (0.5 atomic proportion of boron) of the complex (1:1 molar ratio) are added.

The resulting mixture was heated to 103°C9 and then 110°C/30III1 1. Distill all volatile components. This residue has a nitrogen content of 1.44% and and 0.49% boron content.

Example C-18 62 g of boric acid (1 atomic proportion of boron) and acetic acid obtained by the method of Example C-8. A mixture of 1645 g of the silated nitrogen composition (2.35 atomic proportion of nitrogen) was placed in a nitrogen atmosphere. Heat at 150°C for 6 hours under ambient air. This mixture is then filtered. this The filtrate may have a nitrogen content of 1.94% and a boron content of 0.33%. It has been discovered.

Example C-19 An equimolar mixture of oleyl alcohol and boric acid in toluene is mixed with water azeotropically. Prepare the oleyl ester of boric acid by heating at reflux temperature while removing do. The reaction mixture is then heated to 150°C/20+nm. this The residue is.

It is an ester with a boron content of 3.2% and a saponite number of 62. This Stell 344 g (1 atomic proportion of boron) and by the method of Example C-8 A mixture of 1645 g (2.35 atomic proportion of nitrogen) of the obtained acylated nitrogen composition was Heat at 150°C for 6 hours and then filter. This filtrate contains 0.6% boron and a nitrogen content of 1.74%.

Example C-20 372 g of boric acid (6 atomic equivalents of boron) and by the method of Example C-11 A mixture of 3111 g of the obtained acylated nitrogen composition (6 atoms of nitrogen) was mixed with 150 Heat for 3 hours at 'C and then filter. This filtrate contained 1.64% boron. amount and a nitrogen content of 2.56%.

Example C-21 Acylated nitrogen composition (556 g) obtained according to the method of Example C-11.

Add boric acid (124 g, 2 atomic ratio of boron) to 1 atomic ratio of nitrogen) Ru. The resulting mixture is heated at 150° C. for 3.5 hours and filtered at this temperature. . This filtrate has a boron compound content of 3.23% and a nitrogen content of 2.3%. It has been discovered that

Example C-22 62 parts of boric acid and 2720 parts of an oil solution of the product prepared in Example C-15 The mixture is heated at 150° C. under nitrogen for 6 hours. Filter this reaction mixture. Upon filtration, the filtrate is obtained as an oil solution of the desired boron-containing product.

Example C-23 An equimolar mixture of oleyl alcohol and boric acid in toluene is mixed with water azeotropically. Prepare the oleyl ester of boric acid by heating at reflux temperature while removing do. The reaction mixture is then heated to 150°C under vacuum. This residue The distillate is an ester with a boron content of 3.2% and a saponification number of 62 . 344 g of this ester and the oil of the product prepared in Example C-15 A mixture of 2720 parts of solution is heated at 150° C. for 6 hours and then filtered. child The filtrate is an oil solution of the desired boron-containing product.

Example C-24 Add 2190 parts of the oil solution of the product prepared in Example C-6 at 80″C for 3 hours. Bubble in boron trifluoride (34 parts). To the resulting mixture, add 70 to 8 Blow nitrogen for 2 hours at 0°C.

A residue forms as a solution of the desired product in an oil.

(Margin below) Generally 9 lubricants and functional fluids of the present invention include an amine salt (B-1) and a nitrogen-containing Composition (C) is added to the lubricant and functional fluid to provide desired properties (e.g. improved high temperature stability). Typically, this amount is the total weight of this fluid, About 0.1% to about 10%, preferably about 0.1% to about 10% of the blend of (B-1) and (C). 25% to about 7.5%. Amine salt (B-1) and nitrogen contained in this lubricant The relative proportions to the containing composition (C) can be varied within a wide range.

However, the weight ratio of (B-1):(C) is generally from about 0.1:1 to about 10 :1. In a more preferred embodiment, the weight ratio of (B-1):(C) is , about 0.5:1 to about 5=1. Similarly, the lubricating composition contains The amount of phosphate salt (B-2) can be varied within a wide range.

More preferred amounts can be readily determined by those skilled in the art.

The present invention also includes: In combination with this lubricating composition and functional fluid composition, other additives intended for use as an agent. Such additives include, for example, ash-forming types or are ashless type detergents and dispersants, corrosion inhibitors and antioxidants, and pour point depressants. Included are laxatives, extreme pressure agents, anti-wear agents, one color stabilizers and antifoam agents.

Ash-forming detergents contain alkali metals or alkaline earth metals, sulfonic acids, carbon Rubonic acid or organophosphoric acid (this is.

characterized by at least one direct carbon-phosphorus bond) One example is a neutral or basic salt. This organic phosphoric acid is 9, for example, olefin. fin polymers (e.g.

1000 molecular weight) with a phosphating agent (e.g. phosphorus trichloride). , elevated phosphorus, phosphorus pentasulfide, phosphorus trichloride and sulfur, white phosphorus and halogenated Phosphorus prepared by treatment with sulfur or thiophosphoroyl chloride) It is an acid. The most commonly used salts of such acids are the sodium and potassium salts. aluminum salts, lithium salts, calcium salts, magnesium salts, strontium salts and It is a lithium salt.

The term "basic salt" refers to a metal salt (where the metal is

is used to indicate that the organic acid group is present in a stoichiometrically larger amount than the organic acid group. this base The method commonly used to prepare acid salts involves adding a solution of the acid in mineral oil to a stoichiometric excessive amounts of metal neutralizing agents (e.g. metal oxides, hydroxides, carbonates, 9 bicarbonates).

or sulfide) at a temperature of approximately 50°C and the resulting mass filtration of such substances. Helps mix large excess metals during the neutralization stage It is likewise known to use "accelerators" for this purpose. Useful as an accelerator for this Examples of compounds include phenolic substances (e.g. phenol, naphthol, alcohol Kylphenol, thiophenol, sulfurized alkylphenol, and phenol condensation products of maldehyde and phenolic substances); alcohols (e.g. meth); Nor, 2-propatol, octyl alcohol, cellosolve, calpitol, Ethylene glycol, stearyl alcohol.

and cyclohexyl alcohol); and amines (e.g.

Aniline, phenylenediamine, phenothiazine, phenyl-β-naphthylamide and dodecylamine). To prepare this basic salt, What is an effective method?

an acid, an excess basic alkaline earth metal neutralizer and at least one alcohol; and a high temperature e.g. 60-200°C. This includes carbonation at high temperatures.

Ashless detergents and dispersants, depending on their composition, can burn As soon as possible, non-volatile substances such as boron oxide or phosphorus pentoxide can be generated.

It is so called despite the fact that; however, it is usually 9.

Contains no metals and therefore does not produce metal-containing ash when burned. stomach. Many types of substances are known in the art. Some of them are: Suitable for use in lubricating compositions of this invention. Examples are as follows: (1) relatively High molecular weight aliphatic or cycloaliphatic halides and amines (preferably oxyalkylene halides) (polyamines), these are characterized as “amine dispersants”. Get it.

Examples of these are 2 e.g. described in the following US patents = 3.275.554 3.454,5553.438.757 3,565,804(2) Alkyl phenol, where the alkyl group contains at least about 30 carbon atoms; ), aldehydes (especially formaldehyde) and amines (especially polyamide) reaction product with alkylene polyamine). This is a special “Mannich dispersant”. can be marked. The materials described in the following US patents are one example: 2.459.112 3.442.808 3,591.5982.962,4 42 3.448.047 3,600.3722.984.550 3.45 4.497 3.634.5153.036.003 3.459.661 3 ．． 649.2293.166.516 3.461.1?2 3,697,57 43.236.770 3.493,520 3.725.2773.355, 270 3.539.633 3.725.4803.413.347 3.5 B6.629 3.980.569 (3) The amine or Mannich dispersant is Products obtained by post-treatment with reagents such as: urea, thiourea.

Carbon disulfide, aldehydes, ketones, carboxylic acids, hydrocarbon-substituted succinic anhydrides, Nitriles, epoxides, boron compounds.

Phosphorus compounds or their analogs. Exemplary materials of this type are described in the following U.S. patents: Is: 3.036,003 3.282,955 3.493.520 3,639. 2423.087,936 3,312.619 3.502,677 3,6 49,2293.200.10? 3,366.569 3,513,093 3,649,6593.216,936 3.367.943 3.533.9 45 3,658,8363.2 4,025 3,373.111 3.53 9,633 3.697,5743.256.185 3,403,102 3 ．． 573,010 3.702.7573.278.550 3,442,80 8 3.579.450 3.703.5363.280.234 3,455 ．． 831 3.591.59B 3,704.3083.281.428 3. 455.832 3.600,372 3.708.422 (4) Oil-soluble monomer - (e.g. dodecyl methacrylate.

vinyl decyl ether, and high molecular weight olefins) and polar substituents (e.g. (aminoalkyl acrylate or acrylamide) containing monomers. polymers, and poly(oxyethylene) W-substituted acrylates, which are examples of which are disclosed in the following U.S. patents: Is: 3.329.658 3,666.7303.449,250 3.687.8 493.519,565 3,702.300 The content of the patent described above is Concerning the disclosure of dispersants, reference is made herein.

It can be included in the lubricants and functional fluids of the present invention. Auxiliary extreme pressure agent and corrosion protection Agents and antioxidants may be exemplified by: chlorinated aliphatic hydrocarbons (e.g. (e.g., chlorinated waxes); organic sulfides and polysulfides (e.g., benzene Rusulfide, bis(chlorobenzyl)disulfide, dibutyltetrasulfide sulfurized methyl ester of oleic acid.

sulfurized alkylphenols, sulfurized dipentene); phosphorous sulfurized hydrocarbons (e.g. phosphorous Reaction products of acid sulfides with turpentine or methyl oleate, primarily Di- and tri-hydrocarbon sulfites (e.g. dibutyl phosphite, sulfite Dihebutyl, dicyclohexyl phosphite, pentylphenyl phosphite, stinsous acid dibentylphenyl, tridecyl phosphite, distearyl phosphite, distearyl phosphite Methylnaphthyl, oleyl 4-pentylphenyl phosphite, polypropylene (min. Phenyl phosphite substituted with molecular weight 500, diisobutyl substituted phenyl phosphite phosphoric acid esters containing metal thiocarbamates (e.g. dioctyl); Zinc dithiocarbamate.

and barium heptyl phenyldithiocarbamate); ■ of phosphorodithioic acids Group metal salts (e.g. zinc dicyclohexylphosphorodithioate, dioctylphosphorodithioate) Zinc rhodithioate, zinc dioctylphosphorodithioate, di(heptylphenyl)phos barium phosphorodithioate, calcium dinonylphosphorodithioate): and phosphorus Acid pentasulfide with isopropyl alcohol and n-hexyl alcohol zinc salt of a phosphorodithioic acid produced by reaction with an equimolar mixture of

Many of the auxiliary extreme pressure agents and corrosion-oxidation inhibitors mentioned above.

It is also used as an anti-wear agent. Zinc dialkylphosphorodithioate is a known example It is.

Pour point depressants are often included in the lubricating oils described herein. Especially useful ties It is an additive for In an oil-based composition, the oil-based composition Improve low temperature properties. Uses for such pour point depressants are well known in the art. be. For example, C, V, Smalheer and R, Kennedy Sm1 th “Lubricant Additive” (Lezius-Wiles Co, Publisher, Cleve land.

Ohio, 1967), page 8.

Examples of useful pour point depressants include polymethacrylates; polyacrylates; Acrylamide; condensation product of haloparaffin wax and aromatic compound; vinyl Carboxylate polymers; dialkyl fumarates, vinyl esters of fatty acids and and terpolymers of alkyl vinyl ethers. Flows useful for the present invention Point depressants, methods of their preparation and their uses are described in U.S. Patent No. 2.387.5 01; 2.015,748; 2,655,479; 1.815,02 2; 2.191.498; 2,666.746, 2,721.877 ;2.72L878.

and No. 3,250,715, the contents of which are incorporated herein by reference to the disclosures related thereto. Regarding this, it is shown here.

Defoamers are used to reduce or prevent the formation of stable foam. . Typical antifoam agents include silicones or organic polymers. Other defoaming groups The composition is a "foam control agent" (Henry T., Kerner, Neuss Data, Inc.). 1976), p. 125-162.

The following example illustrates one lubricating composition of the present invention.

(Margin below) Lubricant A! JU1 Base oil 98 Product of Example B-1-F 1.00 Product of Example C-1 1.00 Lubricant B Base oil 96.75 Product of Example B-1-F 1.25 Product of Example C-17 2.00 Lubricant C Base oil 97.50 Product of Example B-1-H 1.00 Product of Example C-14 1.50 lubricant Base oil 95.90 Example B-1-F 1.35 Example C-142,00 Example B-2-A O, 75 5 The lubricating compositions of the present invention can be in the form of lubricating oils and greases. This lubricant In oils and greases, any of the above oils with lubricating viscosity is used as a medium. can be done. Where this lubricant is used in grease form, the lubricant is generally in an amount sufficient to equilibrate the entire grease composition.

used. -Finally, the grease composition includes a thickening agent to provide the desired properties. and other additive ingredients in varying amounts.

A wide variety of thickening agents may be used in preparing the greases of this invention. Ru. The thickeners include fatty acids and fats having from about 12 to about 30 carbon atoms. Included are the substances alkali metal and alkaline earth metal soaps. This metal is Nine are represented by thorium, lithium, calcium and barium. fatty substances Examples include stearic acid, hydroxystearic acid, stearic acid, oleic acid, Included are palmitic acid, myristic acid, cottonseed oil acid, and hydrogenated fish oil.

Other thickeners include salts and salt-soap complexes. This salt-soap complex contains Calcium salt of stearic acid-acetic acid (U.S. Pat. No. 2.197.263), Barium salt of aric acid-acetic acid (U.S. Pat. No. 2,564,561), stearin Calcium salt complex of acid-caprylic acid-acetic acid (U.S. Pat. No. 2.999.065) , the calcium salt of caprylic acid-acetic acid (U.S. Pat. No. 2.999.066) and Calcium salts of low molecular weight acids, medium molecular weight acids and high molecular weight acids and nut oil acids and soap.

Particularly useful thickeners used in this grease composition are:

Hydrophilic in nature. However, it is used as a component of grease compositions. By introducing long-chain hydrocarbon groups onto the surface of clay particles, we make them hydrophobic. can be converted to the state of The introduction of this long-chain hydrocarbon group is 1, for example, ammoniumization. This is done by pre-treatment with an organic cationic surfactant such as a compound. . Typical ammonium compounds are tetraalkylammonium chlorides (e.g. For example, dimethyldioctadecylammonium chloride, dimethyldibenzyl chloride ammonium chloride), and mixtures thereof. This conversion method is well known to those skilled in the art. We believe that this is well known to the public and that there is no need to discuss it further. More specifically, grease Clays useful as starting materials in forming thickeners for use in compositions include:

Contains naturally occurring and unchemically modified clays.

These clays are crystalline, complex silicates. Its exact composition is clear A detailed description is required. They are extensively modified from one natural raw material to another. This is because it can be obtained. These clays are composed of complex inorganic silicates (e.g. minium silicate, magnesium silicate, barium silicate and their analogs). these are.

In addition to the silicate lattice, changes in cation-exchangeable groups (e.g. sodium) contains. Hydrophilic clays that are particularly useful for conversion into desired thickeners include Montmorillo. Night clay (e.g.

bentonite clay, attapulgite clay, hectorite clay, illite clay, Saponite clay, Seviolite clay, Biotite clay, Vermiculite clay, Zeo light clay and its analogs). This thickener is present in all grease compositions. Used in an amount of about 0.5% to about 30%, preferably 3% to 15%, based on the weight of It will be done.

Also included within the scope of this invention are methods of preparing aqueous compositions. This aqueous composition Products include both concentrates and water-based functional fluids, including water-based functional fluids. Contains other conventional additives normally used in the body. These methods include the following steps: Floors are included: (1) Component CB-1) of the present invention or a mixture of component (B-1) and component (C) may be mixed simultaneously or sequentially with such other additives to form a dispersion or solution. Forming a liquid; if necessary.

(2) mixing the dispersion or solution with water to form the aqueous concentrate; and and/or (3) Diluting the dispersion or solution or concentrate with water. Here, we use The total amount of water used is 2.0% of the desired concentrate of the components of the present invention, any other functional fluids or fluids in the concentrate. or the amount necessary to provide the water-based functional fluid.

These mixing steps are preferably performed using conventional equipment.

Room temperature or slightly elevated temperature (usually below 100"C, often 50°C) (lower than C). As mentioned above.

This concentrate can be formed and then transported to the site of use. in this place , this concentrate is diluted with water to form the desired water-based functional fluid. other If the final water-based functional fluid is this concentrate or dispersion or solution can be formed directly in the same equipment used to form the .

Surfactants useful in the aqueous compositions of the invention include cationic and anionic types. , may be of non-ionic or amphoteric type. Each type of such surfactant Many of these agents are known in the art. For example, McCutcheon (McCucheon) "Emulsions and Dispersants", 1981. North Ame Published by Rican Publishing, McCutcheon Division, published by MC See Publisher, GlenRock, New Chassis, U, S, A; The contents of these pages are shown here.

Types of nonionic surfactants include alkylene oxide-treated products ( For example, phenols, alcohols, esters, and alcohols treated with ethylene oxide. (min and amide). Ethylene oxide/propylene oxide block Polymers too. It is a useful nonionic surfactant. Glycerol ester and Also sugar esters. It is known as a nonionic surfactant. useful in the present invention A typical class of nonionic surfactants is alkylene oxide-treated surfactants. Lucylphenol (e.g., ethylene oxide sold by Rohm & Haas) (side alkylphenol condensates).

A particular example of these is Triton X-100. This Triton X-100 contains an average of 9-10 ethylene oxide units per molecule and has an HLB (Ii) of about 13.5 and a molecular weight of about 628.

Many other suitable nonionic surfactants are known; for example, Mc In addition to the literature of Cutcheon, the paper “Nonionic Surfactants”, Ma Edited by rtin J, 5chick, l'1. DekkerCo,, See New York, 1967. This content is subject to disclosure regarding this matter. It is shown here.

As mentioned above, cationic surfactants, anionic surfactants and amphoteric surfactants Also a surfactant. can be used.

Generally, these are all hydrophilic surfactants. Anionic surfactants are Contains negatively charged polar groups. In contrast, cationic surfactants are Contains charged polar groups. Amphoteric surfactants contain both types of poles within the same molecule. Contains a sexual group. For an overview of useful surfactants, see Encyclopedia of Chemical Technology.

2nd edition, Kirk-Othmer, volume 19, pp, 50 7 (supra) (1969, John Reilly and Son, New York).

and the above-mentioned compilation published under the name McCutheon.

These include cationic surfactants, 1 amphoteric surfactants, and anionic surfactants. Both disclosures regarding active agents are provided herein.

Types of useful anionic surfactants include the widely known carboxylate soaps, organic Sulfates, sulfonates, sulfocarboxylic acids and their salts, and phosphates be. Cationic surfactants include amine oxides, and the well-known There are nitrogen compounds such as quaternary ammonium salts. Amphoteric surfactants include amino acids Types of substances and similar types of substances are included. Various cationic dispersants , anionic dispersants and amphoteric dispersants are widely used in industry, especially by Rohm & Haas and Uni. Available from On Carbide (both USA). anionic surfactant and Further information on cationic surfactants can also be found in the book “Anionic Surfactants” Text, Parts 2 and 3, edited by W. M. Linfield, Marc el Dekker, Inc.

Published by, New York, 1976, and “Cationic Surfactants”, Edited by E, Jungera+ann, Marcel Dekker, Inc., + New York, 1976, the contents of both of which are incorporated herein by reference. With respect to the disclosure of this document, it is set forth herein.

These surfactants, when used, generally The dispersion of nine different additives, especially the functional additives discussed below, in the functional fluid of the Used in effective doses to help. Preferably, the concentrate contains one of these surfactants. up to about 75% by weight, more preferably from about 10% to about 75% by weight of the seeds or more. % by weight. This water-based functional fluid may contain one or more of these surfactants. or more, up to about 15% by weight, more preferably from about 0.05% to about 15% by weight. It can be contained in %.

In many cases, the aqueous compositions of the present invention will contain at least one Contains a seed thickener. Generally, these thickeners are polysaccharide 2 synthetic thickening polymers. , or a mixture of two or more of these. For useful polysaccharides.

“Industrial Gum”, Enhistler and B. Miller, Academic Press Published by Su, 1959. There are natural gums such as the gum disclosed in . Increased by water solubility This book's disclosure regarding viscous natural gums is presented here in its entirety. This way A specific example of Unagam is.

Agar gum, guar gum, gum arabic, algin, dextran, xanthine gum, and its analogues. Also.

Polysaccharides useful as thickeners for the aqueous compositions of the present invention include cells such as hydroxy Hydrocarbyl cellulose and hydrocarbyl hydroxycellulose and their salts are included.

Particular examples of such thickeners include hydroxyethyl cellulose, and carbo There is a sodium salt of oxymethylcellulose. Two types of such thickeners Or even more. Useful.

The thickener used in the aqueous composition of the present invention can be used in cold water (10°C) and hot water (90°C). A general requirement is that the compound be soluble in both temperatures (°C). This thickener contains methyl cellulose, which is soluble in cooling water (i.e. at about 10°C), Excluded are materials that are insoluble in hot water (ie, about 90°C).

However, such hot water-insoluble substances may be added to the aqueous composition of the present invention in other ways. It can be used to impart properties (eg, impart lubricity).

Such thickeners may also be synthetic thickening polymers. A port like this Many remers are known to those skilled in the art.

Typical examples of these include polyacrylate, polyacrylamide 5 hydroxyl water-soluble homopolymers of vinyl ester, acrylamide and alkanesulfonic acids. and a mixed polymer containing at least 50% acrylamide alkanesulfonic acid. mol %, and other comonomers. For other comonomers.

Examples include acrylonitrile, styrene and their analogs). poly Homopolymer of n-vinylpyrrolidone and heaven! Platform stop and Sunalen-Hisui Mare Inba co! and water-soluble salts of isobutylene-maleic anhydride copolymers. increase Can be used as a sticky agent.

Other useful thickeners are known to those skilled in the art, and many are derived from McCutcheon, discussed above. In the edition (“Functional Materials”, 1976, pp, 135-147° comprehensive) can be found in the table below. Related to water-soluble polymeric thickeners for common requirements The contents of the disclosure herein are set forth herein.

(Margin below) In particular, when the composition of the present invention is applied to high shear applications and requires stability, Preferred thickeners include at least one hydrocarbyl-substituted succinate having the following formula: an acid and/or its anhydride and at least one water-dispersible amine-terminated polyester. (oxyalkylene) or at least one water-dispersible hydroxy-terminated polyester Water-dispersible reaction product formed by reacting with oxyalkylene where R is a hydrocarbyl having about 8 to about 40 carbon atoms. It is the basis. R preferably has about 8 to about 30 carbon atoms, more preferably has about 12 to about 24 carbon atoms, even more preferably about 16 to about 18 carbon atoms. Contains carbon atoms. In a more preferred embodiment, R is of the formula: where , Ro and R" are hydrogen or straight-chain or substantially straight-chain hydrocarbyl groups It is. However, the total number of carbon atoms in R is within the range shown above. Preferably R1 and R'' are.

It is an alkyl group or an alkenyl group. In a particularly advantageous embodiment, R is about 16 ~18 carbon atoms and Ro is hydrogen or 1 to about 7 carbon atoms or an alkenyl group having from 2 to about 7 carbon atoms; and Ro is an alkyl or alkenyl group having about 5 to about 15 carbon atoms. is a group.

Water-dispersible amine-terminated poly(oxyalkylene)s.

Preferably α,ω-diaminopoly(oxyethylene)s.

α,ω-Diaminopoly(oxypropylene)poly(oxyethylene)poly(oxyethylene) cypropylene) or α,ω-diaminopropylene oxide-capped polyesters. (oxyethylene). This amine-terminated poly(polyalkylene) is also .

Such α,ω-diaminopoly(oxyethylene)s, α.

ω-diaminopoly(oxypropylene) poly(oxyethylene) poly(oxypropylene) poly(opyrene), or α,ω-diaminopropylene oxide. It may also be a urea condensate of (oxyethylene). This amine-terminated poly(oxyamine) alkylene) is also amine-terminated and water-dispersible. , polyamino (e.g., triamino, tetraamino, etc.) polyoxyalkylene It can be said that

Water-dispersible, amine-terminated poly(Oki’i) useful in accordance with the present invention 77L/KL /:/)li U.S. Patent No. 3,021,232; No. 3.108.011 No. 4,444.566; and Re31522. These features The full disclosure can be found here. Useful water-dispersible, amine-terminated poly( Oxyalkylenes are trademarks of Jeffamine and are Available from Sako Chemical Company.

The water-dispersible hydroxy-terminated polyoxyalkylene is preferably a It is a block polymer of pyrene oxide and ethylene oxide. This polymer is It has a nucleus derived from an organic compound containing multiple reactive hydrogen atoms. This block In rock polymers, this nucleus is bonded to the site of this reactive hydrogen atom. child Examples of these compounds include hydroxy-terminated polyoxyalkylenes represented by the quadratic formula: included: where a and b are the total molecular weight of the oxypropylene chain is an integer such that is in the range of about 900 to about 25,000.

The total weight of the oxyethylene chains ranges from about 20% to about 9% by weight of the compound. 0% by weight, preferably about 25% to about 55% by weight. These compounds are , from BASF Wyandotte.

° Commercially available under the trademark “Tetronic”. In other examples, it is expressed by the 9th order equation Includes hydroxy-terminated polyoxyalkylenes: 10(C!H,O), (C2H40), (C,H,O),H where y is this an integer such that the molecular weight of the oxypropylene chain is at least about 900, and and 2, the weight of the oxyethylene chain is from about 20% to about 9% by weight of the compound. It is an integer that constitutes 0% by weight. These compounds preferably have about 1.1 It has a molecular weight ranging from 0.00 to about 14.000. These compounds are BASF It is commercially available from Wyandotte under the trademark "Pluronic". Yes Hydroxy-terminated polyoxyalkylenes are described in U.S. Patent No. 2.674.61. No. 9 and No. 2.979,528, the contents of which are hereby incorporated by reference. .

This carboxylic acid reagent and amine-terminated or hydroxy-terminated polyoxyalkylene The reaction between this reaction component or One can be carried out at temperatures ranging up to the lowest decomposition temperature of the product. Generally, this reaction is a temperature in the range of about 900 to about 160°C, preferably about 900 to about 160°C. It will be held on 9th. The equivalent ratio of carboxylic acid reagent to polyoxyalkylene is preferably preferably in the range of about 0.1:1 to about 8:1, preferably in the range of about 1:1 to about 4:1. , conveniently approximately 2=1. The equivalent weight of this carboxylic acid reagent is its molecular weight, By dividing by the number of carboxylic acid functional groups present.

can be determined. The equivalent weight of this amine-terminated polyoxyalkylene is its molecular weight, It can be determined by dividing by the number of terminal amine groups present. This hydroxy powder The equivalent weight of the terminal polyoxyalkylene is the molecular weight expressed as the number of terminal hydroxyl groups present. It can be determined by dividing. The number of terminal amine groups and hydroxyl groups is This can be determined from the structural formula of this polyoxyalkylene or empirically. It can be determined by known methods. This carboxylic acid reagent and amine-terminated or hydrogen-terminated Amides/acids formed by reaction with Roxy-terminated polyoxyalkylenes and The ester/acid may be 6 e.g. one or more alkali metals, one or more amines, or mixtures thereof; therefore, amides/salts or are converted into esters/salts, respectively. Furthermore, these amides/acids or esters If the salt/acid is added to a concentrate or functional fluid containing alkali metals or amines, If so, an amide/salt or ester/salt is usually formed in situ.

The content of South African Patent No. 8510978 is that hydrocarbon-substituted succinic acid or The anhydride/hydroxy-terminated poly(oxyalkylene) reaction product of Teachings regarding its use as a thickening agent are provided herein.

When a thickener is formed using an amine-terminated poly(oxyalkylene), the thickener The thickening properties of a viscosity agent can be increased when it is combined with at least one surfactant. It can be done. Any of the surfactants identified above under the subtitle "Surfactants" can be used in conjunction with When such surfactants are used, the thickener interface The weight ratio to active agent generally ranges from about 1:5 to about 5:1. Preferably about 1=1~ It is within the range of about 3:1.

Typically, this thickening agent is present in the aqueous compositions of the present invention.

Present in thickening amounts. When used, this thickener accounts for about 70% by weight of the concentrate of the present invention. up to about 20% to about 50% by weight. This thickener is about 1.5% to about 10%, preferably about 3% by weight of the functional fluid of the present invention. present at levels ranging from about 6% by weight.

Functional additives that may be used are typically the following oil-soluble, water-insoluble additives: - This additive can be used as an extreme pressure agent, anti-wear agent, or load-bearing agent in traditional oil-based systems. Agent 9 Functions as a dispersant, friction modifier, lubricant, etc. These also It also functions as an inhibitor, film former and friction modifier. well known As such, such additives may act in two or more of the above modes; e.g. For example, extreme pressure agents.

Often acts as a load support.

The term “oil-soluble, water-insoluble functional additive” refers to , does not dissolve above a level of about 1 gram, but in mineral oil at 25°C Indicates a functional additive that dissolves in the range of at least 1 gram per gram.

These functional additives too. Certain solid lubricants (e.g. graphite, moly disulfide) budene and polytetrafluoroethylene) and related solid polymers. It is possible.

These functional additives may also contain friction polymer formers. In summary, These are potential polymer formers. This substance is present in liquid carriers at low concentrations. Polymers that are dispersed and polymerized at frictional or contact surfaces to provide protection at this surface. A film is formed. This polymerization is caused by heat generated by friction and possibly It is believed that this occurs due to the chemical action of the catalyst and/or the newly exposed surface. It is being Specific examples of such substances include silinoleic acid and ethylene glycol. (which can form a polyester tribopolymer film) . These materials are known in the art, and their descriptions can be found in one example, in the magazine “Waste”, Vol. 26, p. 369-392, and West German Published Patent Application No. 23 No. 39065. The content of these disclosures is a description of the materials forming the friction polymer. About is shown here.

Typically, these functional additives include organic sulfur and organic phosphorus.

Known metal or amine salts of organoboron or carboxylic acids (these are the same or of the same type as that used in the base fluid). Noriyoshi Typically, such salts include carboxylic acids having 1 to 22 carbon atoms, iodine Salts of corrugated acids, phosphorus-containing acids, and boron-containing acids. This carboxylic acid contains aromatic Includes both acids and aliphatic acids; sulfur-containing acids include, for example, alkyl sulfones. acids and aromatic sulfonic acids and their analogs; phosphorus-containing acids include, for example, Sulfur of phosphoric acid, phosphorous acid, phosphinic acid, phosphate esters and their analogs Congeners (e.g., thiophosphoric and dithiophosphoric acids and related acid esters) boron-containing acids include boric acid, borates, and their analogs. be done. Useful functional additives also include metal dithiocarbamates (e.g. molybdenum ocarbamate and antimony dithiocarbamate); dibutyltin Sulfides, tributyltin oxide, phosphates and phosphites; amine borates salt.

Chlorinated wax; trialkyl tin oxide, molybdenum phosphate and chlorinated wax. is included.

Many such functional additives are known in the art. For example, traditional A description of additives useful in oil-based systems and the aqueous systems of the present invention can be found in “Petrochemical and 'Progress in Refining', Volume 8, edited by John J., McKetta, International -Science Publishing.

New York, 1963. Including p, 31-38; Kirk-Othm Er.

° “Encyclopedia of Chemical Technology”, Volume 12, 2nd edition, Interscience Publishing.

New=? -ri, 1967, p. 575 below; “K4fil additive” 9 M,’tJ.

Ranney, Noyes Data Cop, Park Ridge, N.J. +, U, S, A, 1973; and II Lubricating Additives”, C, V, S Malheer and R., Sm1th, The Lezius-Hil es Co, , Cleveland.

Found in Ohio, U.S.A. The contents of these cited documents are 9 Provided herein is a disclosure of functional additives useful in compositions of the invention.

In some of the typical aqueous compositions of the invention, the functional additive is sulfur or Chlorine-sulfur extreme pressure agent (which is known to be useful in oil-based systems) ). Such substances include chlorinated aliphatic hydrocarbons (e.g. chlorine organic sulfides and polysulfides (e.g. Eva, benzyl disulfide); ruphide, bis-(chlorobenzyl) disulfide, dibutyltetrasulfide , Sulfurized Matukola Whale Oil, Sulfurized Oleic Acid Methyl Ester, Sulfurized Alkylphenols, sulfurized dipentene, sulfurized terpenes, and sulfurized Diels-Alder adducts; phosphorus sulfide hydrocarbons (e.g. phosphorus sulfide and reaction products with lupentine or methyl oleate); phosphate esters (e.g. , phosphite dihydrocarbon and phosphite trihydrocarbon, i.e. dibutyphosphite diheptyl sulfite, dicyclohexyl phosphite, pentylphenyl phosphite Dipentylphenyl sulfite, tridecyl phosphite, distearyl phosphite and phosphorous polypropylene-substituted phenols): metal thiocarbamates (e.g. For example, zinc dioctyldithiocarbamate and heptylphenol dithiocarbamate. barium bamate); group II metal salts of phosphorodithioic acids (e.g. dicyclohexyl Zinc phosphorodithioate and zinc salts of phosphorodithioic acid).

is included.

This functional additive also. 9 synthetic or natural latex or the like in water may be a film-forming material such as an emulsion of Latex like this is a natural rubbery latex and a polystyrene-butadiene synthetic latex. is included.

This functional additive can also be used as an anti-chatter or It can be an anti-squawk agent. In the former example, , amido-dithiophosphate metal conjugates (which are described, for example, in West German Patent No. 11) 09302); amine salt-azomethine e) Conjugates (this is 1 e.g.

(as disclosed in GB Patent Specification No. 893,977); phosphate conjugates (which are disclosed in e.g. U.S. Pat. No. 3.002.014) There is). Examples of anti-squeak agents include N-acylsarcosines and their inducers. conductor (this.

For example, disclosed in U.S. Patent Nos. 3.156.652 and 3.156.653 ); sulfurized fatty acids or their esters (this is 1 e.g. Disclosed in National Patent Nos. 2,913,415 and 2.982.734 ); and esters of trimerized fatty acids, which are described in US Pat. No. 39,967), the content of the above-cited patent is that of the present invention. Suitable for anti-chattering and anti-squeak agents, useful as functional additives in aqueous systems. These disclosures are set forth herein.

Specific examples of functional additives useful in the aqueous systems of the present invention include the following commercially available products: Ru.

(Margin below) Table I Far 1111 mark λ1 twist stop-bosen description ■ Anglamol 32 Chlorosulfide Hydrocarbon Loopreseal 11 Angla mol 75 dialkyl zinc phosphate loop reseal ll Molyvan L Thiaphos homolibdate Pandelbilt 22Lubrizol-5315 sulfur Cyclic carboxylic acid ester Loopreseal 1 1Emcol TS 230 Acidic Phosphate Ester Wichico 31 Lupuri Lubrizol Co., Wickliffe, Ohio, U.S.A.

2 R.T., Vanderbilt Company, New York.

N, Y, U, S, A.

3. Witc.o. Chemical Co., Organic Division, Hyuston, Texas. , U, S, A.

Also mixtures of any two or more of the functional additives described above. used obtain.

Typically, a functionally effective amount of this functional additive is present in the aqueous compositions of the present invention. do.

The term "functionally effective amount" means that the addition of the additive achieves the desired desired effect. Indicates a sufficient amount of additive to provide the property. For example, if the additive is a rust inhibitor , the functionally effective amount of the rust inhibitor increases the rust inhibitory properties of the composition to which it is added. It is said that the amount is sufficient for Similarly, if this additive is an anti-wear agent, the function of the anti-wear agent is A wear-resistant effective amount is used to improve the wear-resistant properties of the composition to which it is added. This is considered to be a sufficient amount of the agent.

The aqueous compositions of this invention often contain at least one metal corrosion inhibitor. do. These inhibitors are effective against ferrous or non-ferrous metals (e.g. copper, bronze, brass, titanium). corrosion of aluminum, aluminum and/or similar materials). Ru. This inhibitor may be either organic or inorganic in nature. ordinary is sufficiently soluble in water to provide the desired protective effect. but, It is water soluble as it can act as a corrosion inhibitor without being dissolved in water Many suitable inorganic inhibitors useful in the aqueous systems of the present invention are known to those skilled in the art. be. These include °“protective coating of metal”.

Burns and Bradley, Reinhold Publishing Company.

Includes what is described in 2nd edition, Chapter 13, p. 596-605; Prevention This disclosure regarding agents is set forth herein. Specific examples of useful inorganic inhibitors Includes alkali metal salts of nitrite, sodium di- and tripolyphosphate, phosphoric acid Potassium and dipotassium, alkali metal salts of boric acid and mixtures thereof are included. Included. Many suitable organic inhibitors are known to those skilled in the art. Specific examples include charcoal Acid compounds neutralized with hydrocarbon amines and hydroxy-substituted hydrocarbon amines Ru. These acid compounds include, for example, neutralized phosphate esters and hydrocarbons. biruphosphate, neutralized fatty acids (e.g., about 8 to about 22 carbon atoms) ), neutralized aromatic carboxylic acids (e.g., 4-tert-butyl (benzoic acid), neutralized naphthenic acid, and neutralized hydrocarbyl sulfonate. There is phosphoric acid. Also mixed salt esters of alkylated succinimides. useful be. Particularly useful amines include ethanolamine.

Included are alkanolamines such as jetanolamine. Corrosion as described above Also mixtures of any two or more inhibitors. can be used. This corrosion Inhibitors are usually.

In preventing corrosion of metals with which this aqueous composition is in contact.

Present in effective concentrations.

Some of the aqueous compositions of the present invention (particularly those used for cutting and forming metals) , may also contain at least one polyol with opposite solubility in water.

Such polyols are polyols whose solubility decreases as the water temperature increases. It is. Therefore, they act as two-surface lubricants during cutting and machining operations. It can function as This liquid, as a result of friction between the metal workpiece and the tool, when heated.

Polyols of opposite solubility are “stretched” (pla tes out), therefore its lubricating properties are improved.

The aqueous systems of the invention may also contain at least one disinfectant. This kind of sterilization Agents are known to those skilled in the art, and specific examples include McCutcheo n publication ``Functional Materials''.

may be found under the heading "Microbicides" at pages 9-20 of that disclosure; 5 herein with respect to suitable disinfectants for use in the aqueous compositions or systems of the present invention. is shown. in general.

These fungicides are water soluble, at least to the extent that they function as fungicides. be.

The aqueous systems of the present invention also include dyes (e.g., acidic green dyes); water softeners (e.g., ethylenediaminetetraacetic acid sodium salt or nitrilotriacetic acid); odor masking agents (e.g. citronella, oil of lemon and their analogues); and antifoam agents ( For example, known silicone antifoam agents) may be included.

The aqueous systems of the present invention may also include antifreeze additives. Here, this attachment Additives are desirable for use of the composition at low temperatures. ethylene glycol and similar Materials such as polyoxyalkylene polyols can be used as antifreeze agents. Ru. Obviously, the amount used will depend on the degree of cryoprotection desired and will be within the range of those of ordinary skill in the art. It is publicly known.

Many of the above-described components used in making the aqueous systems of the present invention are suitable for such aqueous systems. An industrial product that exhibits or imparts one or more properties to a product. Therefore, one ingredients may provide some functionality, thus eliminating the need to add other ingredients. increased or reduced. Therefore 1 For example, extreme pressure such as tributyltin oxide The agent is also. May function as a disinfectant.

Although the invention has been described in relation to its more preferred embodiments, It will be appreciated that various variations of this will be apparent to those skilled in the art upon reading this specification. can be understood. Accordingly, the invention disclosed herein resides within the scope of the appended claims. It should be understood that this is intended to encompass variations as a receptacle.

Submission of translation of written amendment (Article 184-7, Paragraph 1 of the Patent Law) December 13, 1988

Claims (63)

[Claims] 1. A lubricant or functional fluid composition with improved high temperature stability containing: (A) Major amounts of oil of lubricating viscosity and (B-1) Minor amounts of: (B-1) At least one substituted phosphoric acid composition characterized by the following formula: At least one soluble amine salt: ▲There are mathematical formulas, chemical formulas, tables, etc.▼(I) Here , R1 is hydrogen or a hydrocarbyl group, R2 is a hydrocarbyl group, and both X is either 0 or S; and (C) at least one soluble nitrogen-containing composition prepared by the following reaction; The reaction consists of a hydrocarbon-substituted succinic acid-forming compound and at least one nitrogen atom bonded to the reaction with an amine having 5 hydrogen atoms, with a small amount per equivalent of the acid-forming compound. At most, about 1/2 equivalent of the amine is reacted. 2. The composition according to claim 1, wherein the amine salt (B-1 ) are derived from primary amines. 3. The composition according to claim 1, wherein the amine salt (B-1 ) are derived from tertiary aliphatic primary amines. 4. 4. The composition of claim 3, wherein the primary amine is about It has from 4 to about 30 carbon atoms. 5. A composition according to claim 1, wherein both X groups are oxygen. Ru. 6. A composition according to claim 1, wherein said hydrocarbyl group is is an aliphatic group. 7. A composition according to claim 1, wherein said hydrocarbyl group is is a primary aliphatic group. 8. The composition according to claim 1, wherein the phosphor of (B-1) The acid composition is a mixture of phosphoric acid compounds prepared by the following reaction; is the reaction of at least one hydroxy compound with a phosphorus reactant of formula P2X5. be. 9. A composition according to claim 8, wherein X is zero. 10. A composition according to claim 1, wherein R1 and R2 are all having at least about 4 carbon atoms in the body. 11. A composition according to claim 1, wherein in R1 and R2 The total number of carbon atoms is about 4 to about 60. 12. At least one di-hydrocarbyl substituted substituent characterized by the formula The composition according to claim 1, further comprising a phosphate salt (B-2): (RO)2P(O)H(II) Here, each R is the same or different hydrocarbyl group. 13. The composition according to claim 1, wherein the amber of (C) The acid-generating compound has an average of at least about 50 aliphatic carbon atoms in the substituents. have a child 14. The composition according to claim 1, wherein the amber of (C) Acid-forming compounds include the group consisting of succinic acid, its acid anhydrides, esters and acid chlorides. selected from. 15. The composition according to claim 1, wherein the amber of (C) The hydrocarbon substituent of the acid-generating compound has an Mn value within the range of about 700 to about 10.000. derived from a polyolefin with 16. The composition according to claim 1, wherein the amine (C) is characterized by the following formula: R1R2NH Here, R1 and R2 are each independently hydrogen, a hydrocarbon group, or an amino group. -substituted hydrocarbon group, hydroxy-substituted hydrocarbon group, alkoxy-substituted hydrocarbon group, mino group, carbamyl group, thiocarbamyl group, guanyl group, and acylimido group provided that only one of R1 and R2 can be hydrogen. 17. The composition according to claim 1, wherein the amine (C) is a polyamine. 18. A composition according to claim 1, wherein (B-1): (C) The weight ratio of is about 0.1:1 to about 10:1. 19. A lubricating composition or functional fluid assembly with improved high temperature stability containing: Product: (A) Major amounts of oil of lubricating viscosity and (B-1) Minor amounts of: (B-1) At least one substituted phosphoric acid composition characterized by the following formula: At least one soluble amine salt: ▲There are mathematical formulas, chemical formulas, tables, etc.▼(I) Here , R1 is hydrogen or a hydrocarbyl group, R2 is a hydrocarbyl group, and both X is either 0 or S; and (C) At least one type prepared by the following reaction between (C-1) and (C-2) Soluble nitrogen-containing and boron-containing composition: (C-1) boron trioxide, halogen Boron chloride, boronic acid, boron anhydride, boron amide, and esters of boronic acid at least one boron compound selected from the class consisting of At least one soluble acylated nitrogen intermediate prepared by the reaction below ; the reaction consists of a hydrocarbon-substituted succinic acid-forming compound and at least one compound bonded to the nitrogen atom. is also a reaction with an amine having one hydrogen, and per equivalent of the acid-forming compound. Reaction of at least about 1/2 equivalent of the amine. 20. The composition according to claim 19, wherein the amine salt (B -1) is derived from a primary amine. 21. The composition according to claim 19, wherein the amine salt (B -1) is derived from a tertiary aliphatic primary amine. 22. 22. The composition of claim 21, wherein the primary amine has about 4 to about 30 carbon atoms. 23. 20. The composition of claim 19, wherein both X groups are oxygen It is. 24. 20. The composition according to claim 19, wherein the hydrocarbyl is The group is an aliphatic group. 25. 25. The composition of claim 24, wherein the hydrocarbyl is The group is a primary aliphatic group. 26. The composition according to claim 19, wherein the composition of (B-1) The phosphoric acid composition contains a mixture of substituted phosphoric acids prepared by the following reaction; The reaction comprises at least one hydroxy compound and a phosphorus reactant of formula P2X5. It is a reaction. 27. A composition according to claim 26, wherein X is zero. 28. A composition according to claim 19, wherein R1 and R2 are having a total of at least about 4 carbon atoms. 29. A composition according to claim 19, wherein in R1 and R2 The total number of carbon atoms is about 4 to about 60. 30. (B-2) Di-hydrocarbyl substituted phosphite characterized by the following formula The composition according to claim 19, further comprising at least one of: (RO)2P(O)H(II) Here, each R is the same or different hydrocarbyl group. 31. The composition according to claim 19, wherein the composition of (C-2) The succinate-producing compound has an average of at least about 50 aliphatic groups in the substituents. Contains carbon atoms. 32. The composition according to claim 19, wherein the composition of (C-2) Succinic acid-producing compounds include succinic acid, its anhydrides, esters, and acid chlorides. selected from the group consisting of: 33. The composition according to claim 19, wherein the composition of (C-2) The hydrocarbon substituents of the succinic acid-forming compound range from about 700 to about 10,000. Derived from polyolefins with Mn values. 34. 34. The composition of claim 33, wherein the polyolefin The material is polyisobutene. 35. The composition according to claim 19, wherein the composition of (C-2) Amines are characterized by the formula: R1R2NH Here, R1 and R2 are each independently hydrogen, a hydrocarbon group, or an amino group. -substituted hydrocarbon group, hydroxy-substituted hydrocarbon group, alkoxy-substituted hydrocarbon group, mino group, carbamyl group, thiocarbamyl group, guanyl group, and acylimido group provided that only one of R1 and R2 can be hydrogen. 36. The composition according to claim 19, wherein the composition of (C-2) Amines are polyamines. 37. The composition according to claim 19, wherein the composition of (C-2) The amine is an alkylene polyamine. 38. The composition according to claim 19, wherein the composition of (C-2) The amine is a hydroxyalkyl-substituted alkylene polyamine. 39. 20. The composition according to claim 19, wherein the boron compound is boric acid. 40. The composition according to claim 19, wherein (B-1): (C ) is from about 0.1:1 to about 10:1. 41. The composition according to claim 19, wherein (B-1): (C ) is from about 0.5:1 to about 5:1. 42. A composition according to claim 19, wherein (C-1 ) and (C-2) are the amounts of boron per mol of the acylated nitrogen intermediate. From about 0.1 atomic proportion to 1 atomic proportion of nitrogen in the acylated nitrogen intermediate, This amount provides up to about 10 atomic percentages of urinium. 43. 20. The composition of claim 19, wherein the soluble nitrogen The boron-containing composition (C) contains (C-1) and (C-2) in all reactions. at high temperatures up to but not including the decomposition temperature of the reactant or reaction product. Prepared by reacting. 44. A lubricating composition or functional fluid assembly with improved high temperature stability containing: Product: (A) Major amounts of oil of lubricating viscosity and (B-1) Minor amounts of: (B-1) At least one substituted phosphoric acid composition characterized by the following formula: At least one soluble amine salt: ▲There are mathematical formulas, chemical formulas, tables, etc.▼(I) Here , the total number of carbon atoms in R1 and R2 is from about 4 to about 60; and (C) At least one type prepared by the following reaction between (C-1) and (C-2) Soluble nitrogen-containing and boron-containing composition: (C-1) Ihiboron triate, halo Boron genide, boronic acid, boron anhydride, boron amide, and esters of boronic acid (C-2) at least one boron compound selected from the class consisting of At least one soluble, acylated nitrogen intermediate prepared by the following reaction: the reaction is substituted with an aliphatic olefin polymer, and the average number of substituents in the polymer is a succinate-forming compound having at least about 50 aliphatic carbon atoms; Renamines, hydroxyalkyl-substituted alkylenamines, or mixtures thereof at least about 1/2 equivalent per equivalent of the acid-forming compound. This is the reaction of the amine. 45. 45. The composition according to claim 44, wherein the amine salt (B -1) is derived from a primary amine having about 4 to about 30 carbon atoms. 46. 46. The composition of claim 45, wherein said primary amine is a tertiary aliphatic primary amine. 47. The composition according to claim 44, wherein the composition of (B-1) is The phosphoric acid composition contains a mixture of substituted phosphoric acids characterized by the following formula: ▲There are mathematical formulas, chemical formulas, tables, etc.▼(III) Here, R1 is hydrogen or hydrocarbon and R2 are hydrocarbon groups, and the total number of carbon atoms in R1 and R2 is approximately 4. 60 pieces to about 60 pieces. 48. 48. The composition of claim 47, wherein the phosphoric acid composition III contains a mixture of mono- or di-hydrocarbyl substituted phosphoric acids. 49. at least one di-hydrocarbyl substituted substituent characterized by the formula: The composition according to claim 44, further comprising phosphate (B-2): (RO)2P(O)H(II) Here, each R is the same or different hydrocarbyl group. 50. 45. The composition of claim 44, wherein said succinic acid-forming The polymeric substituent of the compound has an Mn value within the range of about 700 to about 10,000. Derived from polybutene. 51. The composition according to claim 44, wherein the composition of (C-2) The amine is a polyalkylene polyamine. 52. 45. The composition of claim 44, wherein the boron compound is boric acid. 53. The composition according to claim 44, wherein (B-1): (C ) is from about 0.1:1 to about 10:1. 54. The composition according to claim 44, wherein (B-1): (C ) is from about 0.5:1 to about 5:1. 55. 44. A composition according to claim 44, wherein (C-1 ) and (C-2) are the amounts of boron per mol of the acylated nitrogen intermediate. From about 0.1 atomic proportion to 1 atomic proportion of nitrogen in the acylated nitrogen intermediate, The amount is sufficient to provide up to about 10 atomic percentages of uranium. 56. 45. The composition of claim 44, wherein said soluble nitrogen and boron-containing composition (C) at a temperature of about 50°C to about 250°C. It is prepared by reacting C-1) and (C-2). 57. 47. The composition according to claim 46, wherein the amine salt (B -1) is derived from a primary amine containing about 8 to about 14 carbon atoms. . 58. (B) from about 0.1% to about 5% by weight, and (C) from about 0.1% to about 5% by weight. 45. The composition of claim 44 containing about 5% by weight. 59. A composition as defined in claim 19, wherein the composition Contains lease. 60. A composition according to claim 44, wherein the composition Contains 61. An aqueous system containing at least about 40% water and the following (B-1): (B-1) At least one substituted phosphoric acid composition characterized by the following formula: At least one soluble amine salt▲There are mathematical formulas, chemical formulas, tables, etc.▼(I) Here, R1 is hydrogen or a hydrocarbyl group, R2 is a hydrocarbyl group, and both X is either 0 or S. 62. The aqueous system according to claim 61, further containing a small amount of the following (C): (C) at least one nitrogen-containing composition prepared by the following reaction; , a hydrocarbon-substituted succinic acid-forming compound and at least one nitrogen atom bonded to reaction with an amine containing hydrogen at least per equivalent of the acid-forming compound. Also, about 1/2 equivalent of the amine is reacted. 63. The aqueous system of claim 61 further comprising a small amount of (C): (C) At least one type prepared by the reaction of (C-1) and (C-2) below. Nitrogen-containing and boron-containing composition: (C-1) boron trioxide, halogenated phosphorus From boron, boronic acid, boron anhydride, boron amide, and esters of boronic acid (C-2) at least one boron compound selected from the following classes; at least one acylated nitrogen intermediate prepared by the reaction; A hydrogenated succinic acid-generating compound and at least one hydrogen bonded to a nitrogen atom. of at least about 1 amine per equivalent of said acid-forming compound. /2 equivalents of the amine.